Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
707 S GULFSTREAM AVE #505, SARASOTA, FL 34236
$695,000184 Days on yellowkey MLS ID: A4675101
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $104,000 (13.0%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1240 Built: 1974 Tax: $6,333 (2024)Community: Essex HouseSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,333
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Be prepared for the breathtaking, UNOBSTRUCTED BAY VIEWS from this exquisite condominium in the Essex House – one of downtowns most coveted addresses and among the few residences untouched by neighboring development. Exquisitely positioned showcases breathtaking vistas of Siesta Key, Sarasota Big Pass, Marina Jack and Downtown Sarasota. From dramatic floor-to-ceiling windows, enjoy a front-row seat to Sarasota's legendary sunsets every evening. This thoughtfully updated 2+ bedroom, 2 bath residence blends sophistication with comfort. Coffered ceilings with recessed lighting and a built-in electric fireplace create an inviting ambiance - perfect for relaxing as the sun dips into the Gulf. The contemporary kitchen is as functional as it is stylish, featuring stainless steel appliances, open shelving, and expansive quartz countertops ideal for entertaining. The redesigned primary suite offers a serene private retreat, complete with a custom closet, built-in desk area, bench seating with additional storage, dual vanities with quartz countertop, and a beautifully appointed walk-in shower. You will appreciate the clean lines of wood imprinted porcelain tile flooring throughout, additional storage, built-in bookcases and washer/dryer. A true showpiece of the home is the fully enclosed glass Florida Room - an airy and seamless extension of the living space accessible from the living area and both bedrooms. Surrounded by glass and equipped with screens, it is the perfect setting for morning coffee or evening cocktails while soaking in the ever-changing, memorizing views. Located in the vibrant heart of downtown, you are just steps from award-winning dining, theatres, galleries, boutique shopping, and Whole Foods. Residents of the Essex House enjoy premier amenities include a fitness center, pool deck, security, covered garage parking with an assigned space, and pet-friendly living. This is a rare opportunity to own unobstructed water views paired with refined downtown luxury - plus the added peace of mind that all assessments have been paid.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Scott Rickards, Pa (941-356-7040)
1111 RITZ CARLTON DR #1205, SARASOTA, FL 34236
$2,245,00056 Days on yellowkey MLS ID: A4691044
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2011 Built: 2001 Tax: $21,532 (2025)Community: The ResidencesCondo
Taxes:$21,532
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Remarks: Perched above the sparkling waters of Sarasota Bay, Residence #1205 at The Ritz-Carlton Residences delivers an elevated standard of luxury defined by world-class service, refined design, and an unmatched downtown location. Designed for both privacy and flexibility, this residence features two expansive primary suites—a rare and highly desirable split layout ideal for multigenerational living, hosting guests, or effortless seasonal use. The primary suite is a true sanctuary, finished in marble with a spa-inspired jacuzzi soaking tub and separate shower. In addition to the walk-in closet, the suite is appointed with custom-designed built in wardrobes. The second suite mirrors this level of comfort with dual sinks and a dedicated makeup vanity area, offering a private retreat for family or guests. Light-filled living spaces open to a generous private terrace, where panoramic Sarasota Bay views and vibrant sunsets create a stunning everyday backdrop. The seamless indoor-outdoor flow is ideal for both relaxed living and elegant entertaining. Ownership includes access to the full suite of amenities at The Ritz-Carlton Sarasota, offering a true hotel-lifestyle experience with 24-hour concierge, valet, in-residence dining, and a newly renovated spa. Residents also enjoy a waterfront pool and sun deck, private boat dock, exclusive residential entry, climate-controlled storage, and private club spaces. Just steps away, enjoy renowned dining within the hotel at Jack Dusty and Rufa, along with the vibrant energy of downtown Sarasota. Ideally positioned near The Quay and The Bay Sarasota, residents are moments from waterfront parks, cultural venues, boutique shopping, and acclaimed restaurants. With two covered parking spaces and a flexible rental policy, Residence #1205 offers both a luxurious personal retreat and a compelling investment opportunity—delivering the very best of Sarasota’s waterfront lifestyle within the iconic Ritz-Carlton brand.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
1111 RITZ CARLTON DR #1803, SARASOTA, FL 34236
$3,895,000210 Days on yellowkey MLS ID: A4641539
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4276 Built: 2001 Tax: $55,267 (2024)Community: Residences At The Ritz CarltonSpa: YesCondo
Taxes:$55,267
Remarks: Move in ready Ritz Carlton Penthouse is the mark of distinction worldwide. 1111 Ritz Carlton Drive, Unit 1803, Sarasota, Florida is a true penthouse perched atop the prestigious Ritz-Carlton Residences and hotel. This 4,276-square-foot masterpiece offers breathtaking panoramic views of Sarasota Bay and the vibrant downtown skyline. Meticulously remodeled, this residence boasts three spacious bedrooms, each with a versatile den/office space, and luxurious en-suite bathrooms. The mother-in-law suite includes its own den, kitchen, and entrance with doorbell. The open concept living area features rich wood floors and expansive windows that flood the space with natural light and showcases stunning water vistas. The state-of-the-art kitchen is a chef’s dream, equipped with brand-new Wolf appliances, a Sub-Zero refrigerator, and elegant solid wood cabinetry. The master suite is a private sanctuary, offering a lavish bathroom and a huge custom walk-in closet. Living at this Ritz holds a special significance. Residents enjoy exclusive access to Ritz-Carlton’s world-class amenities, including a heated bayfront pool and spa. Uniquely in Sarasota, you and your guests will be greeted by a Ritz Carlton attendant who will cover your chaise lounge, give you pool towels with one rolled on which to rest your head, and bring you a bucket of ice with bottled water. Menu service of drinks, cocktails, and food can be charged to your Residences personal tab. Valet guest parking is available at the main hotel entrance. The property comes with three premium extra wide parking spaces and two spacious storage areas. Newspaper and package delivery to your unit are two more of the many services. Don’t feel like making breakfast, lunch, or supper? Call Ritz Carlton room service from Jack Dusty’s kitchen for white linen service in your room for you, two, or the whole family. Or maybe just a late-night dessert. The Ritz Carlton hotel provides coastal sophistication dining with two in building restaurants, Jack Dusty’s and The Rafa. Situated in the heart of Sarasota, you’re just moments away from Marina Jack, upscale dining such as the new Ocean Prime, boutique shopping, and the rich cultural offerings of the Theater District and Van Wezel Performing Arts Hall. The pristine Gulf beaches are also within easy reach, making this residence the epitome of sophisticated coastal living. Located as the hub of Sarasota’s finest neighborhood you will experience the pinnacle of elegance and comfort in this exceptional Ritz-Carlton penthouse. Be treated with the luxury you deserve. It can all be yours – always!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tom Cinquegrano (941-284-5049)
332 BOB WHITE WAY, SARASOTA, FL 34236
$4,300,00029 Days on yellowkey MLS ID: A4690146
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2987 Built: 2027Monthly Fee: $110 Tax: $14,705 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$14,705
Remarks: Pre-Construction. To be built. With a fresh, exciting floor plan and stylish coastal flair, this exquisite new Bird Key residence is set on a 1/3-acre homesite in one of Sarasota’s most coveted boating communities. Located just over the Ringling Bridge from the mainland, Bird Key is centrally located between the Downtown arts and cultural district and world-renowned St. Armand’s Circle. Designed by the award-winning professionals at Allegra Homes, the “Lauren Coastal” showcases 2,987 sq. ft. of open living with 3 ensuite bedrooms, a dedicated office with custom built-ins, and a poolside bonus room with wet bar. The foyer entry invites exploration into a fabulous great room, an amazing dream kitchen, and a dining area with built-in buffet. The bright, open great room features a striking volume ceiling with architectural accents, floor-to-ceiling entertainment wall with fireplace, and wide glass sliders opening to a fantastic outdoor setting. Enclosed in Clear View screening, the covered lanai is enhanced with wood tongue-and-groove ceiling, a heated saltwater pool/spa, and a grilling station with beverage center. The kitchen is a standout centerpiece, anchored by a large island and appointed with premium name brands such as Sub-Zero and Wolf, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, oven, drop-down microwave, and dishwasher. The secluded owner’s suite offers casual comfortability with its dramatic headboard feature wall, roomy sitting area and stunning bath highlighted by a freestanding soaking tub, an 80” tall frameless glass shower enclosure, floating full-height mirrors, split vanities, and a private water closet. Additional features include trey ceilings with cove molding, recessed lighting, finished closets, 8-ft. solid-core interior doors, hurricane shutters, a tankless recirculating water heater, and an upgraded trim package in the great room, dining room, and foyer. A brick paver driveway leads to the 3-car garage, and the beautiful exterior façade is framed in a lush landscape with irrigation system and night lighting for added visual appeal. Residents can enjoy the Bird Key Yacht Club’s exclusive social club experience for its members with a wide array of outstanding amenities and social events focused around boating, dining and tennis in a prized bayfront setting. With completion in late 2026, the $27.5 million rebuild will include a 21,500-sq-ft clubhouse plus 3,500 sq-ft of covered outdoor decks, a new pool, relocated bocce courts, and a fourth tennis court. Bird Key is the standard for exceptional Florida living and this beautiful address is no exception. It’s the perfect opportunity to live an enviable island lifestyle in a prestigious enclave surrounded by the pristine waterways of Sarasota Bay.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
509 SPOONBILL WAY, SARASOTA, FL 34236
$4,350,00029 Days on yellowkey MLS ID: A4691908
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2987 Built: 2027Monthly Fee: $110 Tax: $6,764 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$6,764
Remarks: Under Construction. With a fresh, exciting floor plan and sophisticated modern flair, this exceptional new residence in Bird Key is perfectly positioned on an oversized quarter-acre-plus homesite within one of Sarasota’s most prestigious boating communities. Ideally located just across the John Ringling Causeway, Bird Key offers effortless access to both vibrant downtown Sarasota and the world-renowned St. Armands Circle. Crafted by the award-winning team at Allegra Homes, the stunning “Lauren Modern” design features 2,987 square feet of thoughtfully curated living space with 3 ensuite bedrooms, a private office with custom built-ins, and a versatile poolside bonus room complete with wet bar. A welcoming foyer opens into an impressive great room where soaring architectural ceilings, a dramatic floor-to-ceiling entertainment wall with fireplace, and expansive walls of glass create an atmosphere that is both refined and inviting. Wide sliding doors seamlessly connect the interior living spaces to an extraordinary outdoor retreat designed for year-round enjoyment. Enclosed with Clear View screening, the covered lanai showcases a wood tongue-and-groove ceiling, heated saltwater pool and spa, and a fully appointed outdoor grilling station with beverage center—ideal for entertaining or relaxed coastal living. At the heart of the home, the designer kitchen blends beauty and functionality with an oversized island and premium appliances from Sub-Zero and Wolf, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, wall oven, microwave drawer, and dishwasher. Privately tucked away, the owner’s suite is a luxurious sanctuary featuring a dramatic feature wall, spacious sitting area, and lavish bath with freestanding soaking tub, oversized frameless glass shower, floating mirrors, split vanities, and private water closet. Additional appointments include tray ceilings with cove molding, recessed lighting, finished closets, 8-foot solid-core doors, hurricane protection, tankless recirculating water heater, and upgraded trim detailing throughout the main living areas. A circular brick paver driveway leads to the spacious 3-car garage, while professionally designed landscaping, irrigation, and evening accent lighting enhance the home’s striking curb appeal. Residents of Bird Key also enjoy the opportunity to join the exclusive Bird Key Yacht Club, offering a distinguished social lifestyle centered around boating, dining, tennis, and waterfront recreation. The club’s exciting $27.5 million transformation—scheduled for completion in late 2026—will introduce an impressive new clubhouse, expanded outdoor gathering spaces, resort-style pool, additional tennis court, and enhanced amenities. Combining luxury, location, and timeless coastal sophistication, this remarkable property presents a rare opportunity to experience the very best of Sarasota waterfront living in one of the region’s most popular island enclaves.
4305 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$774,500162 Days on yellowkey MLS ID: A4676006
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $24,500 (3.1%) on 05/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2612 Built: 1990Monthly Fee: $196 Tax: $6,993 (2025)Community: The HighlandsSingle Family
Taxes:$6,993
Elementary School: Gocio Elementary
Remarks: Walk through the front gate and courtyard to discover refined Florida living in a beautifully updated 3 bedroom, 3 bath pool home located in the heart of The Meadows, a golf course community in Sarasota. This move in ready residence blends comfort, functionality, and lifestyle driven design, making it ideal for full time living or a seasonal retreat. Inside, the home offers a thoughtful layout with generous living spaces, an open concept dining room/living room combination with a peaceful and private view of the saltwater pool. Need to work from home? A spacious private office featuring sliders that open directly to the pool, perfect for today’s work from home lifestyle. An additional pool and game room with wine fridge and bar area creates an inviting space for entertaining guests, hosting game nights, or relaxing after a day at the beach. Recent updates elevate the home throughout, including a resurfaced saltwater pool with new lighting, a new dishwasher, new ceiling fans, updated bathroom vanities, and upgraded landscaping that enhances curb appeal and outdoor enjoyment. There is even a clean well irrigation system for ease of maintenance. The backyard is designed for easy Florida living, complete with a dedicated dog run and plenty of space to lounge, entertain, or soak up the sun. Located within The Meadows, residents enjoy a serene, established community known for mature landscaping, walking and biking trails, golf, and a central Sarasota location close to University Town Center, Nathan Benderson Park, shopping, dining, downtown Sarasota, and Gulf Coast beaches.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
922 INDIAN BEACH DR, SARASOTA, FL 34234
$2,100,00048 Days on yellowkey MLS ID: A4689749
REDUCED by $250,000 (10.6%) on 06/09/2026
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)
2332 SEWARD DR, SARASOTA, FL 34234
$300,00035 Days on yellowkey MLS ID: O6397683
REDUCED by $25,000 (7.7%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 928 Built: 1985 Tax: $2,904 (2025)Community: Spring OaksSpa: NoSingle Family
Taxes:$2,904
Elementary School: Emma E. Booker Elementary
Remarks: Short Sale. Opportunity to own a 2-bedroom, 2-bath home with a private screened pool in the Spring Oaks subdivision of Sarasota. Offering approximately 928 square feet of living space with a one-car garage, this single-story home features an open floor plan with vaulted ceilings, a living/dining combination, and a kitchen with solid surface countertops. The property includes a fenced yard and a screened pool area, providing potential for outdoor enjoyment once any needed updates are completed. Based on available information, the home may require repairs and/or cosmetic updates, and buyers are encouraged to conduct their own inspections to determine condition. Located in Flood Zone X with no HOA, the property offers flexibility for both owner-occupants and investors, with convenient access to shopping, dining, and major roadways throughout Sarasota. Buyers should verify all information. Agents: Please review all private remarks prior to scheduling a showing.
Listing is courtesy of: KELLER WILLIAMS ELITE REALTY (239-949-8338)
Listing Agent: Jonathon, Pa Mcleod (239-357-8938)
3696 QUIET POND LN, SARASOTA, FL 34235
$445,000115 Days on yellowkey MLS ID: A4683404
REDUCED by $5,000 (1.1%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1800 Built: 1987Monthly Fee: $50 Tax: $4,759 (2025)Community: Heather LakesSpa: NoSingle Family
Taxes:$4,759
Remarks: Welcome to 3696 Quiet Pond Lane, a warm and inviting two story home tucked into one of the prettiest, tree filled neighborhoods around. The layout just makes sense. The primary suite is on the main floor, giving you privacy and convenience, while two additional bedrooms are upstairs, perfect for family, guests, or a home office setup. The primary bedroom is truly oversized, with plenty of room for a sitting area, reading nook, or whatever retreat space you have been dreaming about. Downstairs features durable and stylish LVP flooring, ideal for everyday living. The kitchen has been thoughtfully updated with a newer dishwasher, and the home also includes a newer washer and dryer. Big ticket items have already been taken care of, including a roof replaced in 2022, AC in 2021, and a water heater in 2024. Even the screens and gutters have been updated, so you can move in without a long to do list. Step outside and you will find a backyard that feels like your own private escape. The pool overlooks a peaceful pond through a canopy of trees, creating a serene and private setting that is hard to find. Whether you are hosting friends or enjoying a quiet morning coffee, this space delivers. The neighborhood itself is lush and beautifully landscaped, filled with mature trees and plantings that give it character and charm. You are centrally located, just a short drive to downtown and the beaches, so you can enjoy the best of everything without sacrificing tranquility at home. If you are looking for space, updates, and a backyard that feels special, 3696 Quiet Pond Lane is one you will want to see in person.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Beth Helvey Pa (941-330-3600)
4362 BEEKMAN PL #111, SARASOTA, FL 34235
$399,00013 Days on yellowkey MLS ID: A4695908
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1651 Built: 1994 Tax: $2,481 (2025)Community: Vlg At Beekman Place 2Spa: YesCondo
Taxes:$2,481
Remarks: Rarely available, this freestanding, maintenance-free home sits in the sought-after Village at Beckman Place. Arrive through a winding canopy of oaks to a quiet, gated enclave, where this residence enjoys an oversized private corner lot with the community pool just out your back door. The $255 monthly fee covers cable, internet, grounds maintenance, and community amenities, so you can simply settle in and enjoy. Inside, an open floor plan with high ceilings makes thoughtful use of every space, offering two bedrooms plus a den that easily serves as a third bedroom. The extended, enclosed lanai is wrapped in lush tropical foliage, a serene spot to start your morning or unwind at day's end. This home has been impeccably maintained and updated throughout. The large, open eat-in kitchen features granite countertops, ceramic tile, new soft-close cabinets, and a gas stove. The primary suite, remodeled in 2024, showcases new vinyl flooring and a custom closet system, while the primary bath was taken to the studs and reimagined with Carrara tile and a luxurious rain shower. Recent improvements offer true peace of mind: new high-impact windows, plantation shutters, a new gas water heater, a new 2025 Wi-Fi-controlled AC with gas central heat, a whole-house water filtration system, and a transfer switch for a portable generator. Outside, the fenced backyard makes a perfect dog run, complemented by auto-irrigated landscaping. Ideally located between downtown Sarasota, the beaches, and University Town Center, this meticulously cared-for home is move-in ready. Two pets are welcome. Come see all it has to offer!
Listing Agent: Ann Martin (941-356-7717)
2403 HICKORY AVE, SARASOTA, FL 34234
$375,00071 Days on yellowkey MLS ID: A4689265
1 Days Off yellowkey (back on 6/9/2026)
REDUCED by $20,000 (5.1%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1432 Built: 1925 Tax: $4,162 (2025)Community: Sarasota Bay ParkSingle Family
Taxes:$4,162
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Under contract-accepting backup offers. Where history meets opportunity in the heart of Sarasota. This historic residence offers timeless character and endless potential, perfectly positioned in one of the area’s most culturally rich neighborhoods. Featuring 3 bedrooms and 2 bathrooms, the home showcases classic architectural details ready to be restored, reimagined, or incorporated into a brand-new vision. Ideally located just moments from the renowned The John and Mable Ringling Museum of Art, the Asolo Repertory Theatre, Ringling College of Art and Design, and New College of Florida, this property is surrounded by inspiration, creativity, and culture. A short drive brings you to vibrant downtown Sarasota, offering world-class dining, shopping, entertainment, and waterfront experiences. Set on a desirable homesite, this property presents a rare investment opportunity. Whether you choose historic restoration to preserve its original charm or explore redevelopment options to build new, the possibilities are abundant. The existing layout provides a solid foundation, while the location enhances long-term value and appeal. Perfect for investors, builders, or buyers seeking a unique project, this home embodies the best of Sarasota real estate—location, history, and potential. With strong demand for both renovated historic homes and new construction in this sought-after area, this is your chance to create something truly special.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
918 LA COSTA CIR #3, SARASOTA, FL 34237
$139,900114 Days on yellowkey MLS ID: A4683613
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $5,000 (3.5%) on 05/22/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 865 Built: 1972 Tax: $2,335 (2025)Community: Park ViewSpa: NoCondo
Taxes:$2,335
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. Priced to sell, this beautifully furnished 2-bedroom, 1-bath condo is conveniently located just half a mile from Downtown Sarasota’s Main Street and only 4 miles to Lido Beach and St. Armands Circle. Perfect for a second home to escape those cold winters, or make it an investment property ready to rent and produce income, if you have 1031 exchange the sellers are ready to accomodate a quick closing, or make it your primary residence, you can't find a better priced condo this close to all downtown Sarasota has to offer as well as it's close proximity to the world famous white sandy beaches of Siesta Key and Lido. Situated in a secure gated community with a serene, park-like setting, residents enjoy access to two community pools (one heated), a community room with full kitchen, and a well appointed exercise room. The condo is being sold **fully furnished**, offering an easy move-in experience in one of Sarasota’s most convenient locations. The kitchen and bathroom have granite counter tops. The water heater was replaced within the past year. Don’t miss this opportunity! HOA includes water/sewer/trash and exterior maintenance.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
4913 ALMANZA AVE, SARASOTA, FL 34235
$419,90028 Days on yellowkey MLS ID: A4694051
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1640 Built: 1980 Tax: $3,822 (2025)Community: De Soto LakesSingle Family
Taxes:$3,822
Remarks: Ideally located near shopping, dining, the new Mote Marine Aquarium at UTC and the Sarasota-Bradenton International Airport, this move-in ready home offers the perfect blend of comfort, convenience, and freedom. Just minutes from Nathan Benderson Park with miles of walking and biking trails, kayaking, rowing, and year-round community events. Enjoy true Florida living with NO CDD fees, NO HOA fees, NO deed restrictions, and NO flood insurance required — not located in a flood zone. Bring all your Florida toys with plenty of room for your RV, boat, jet-skis, and more! This spacious 3-bedroom, 2-bath split floor plan features both living & family rooms, an updated kitchen & bathrooms and a private primary suite with walk-in closet and en-suite bath. Recent major updates include a NEW roof and NEW AC in 2026, NEW hot water heater 2020, plus repiping completed in 2020 for added peace of mind. Step outside to the lanai overlooking a large fenced backyard — perfect for entertaining or pets. Complete with a 2-car garage and centrally located near Sarasota’s best amenities, this property is ideal for full-time residents, seasonal owners, or investors alike.
Listing Agent: Mike Bridges (941-316-6530)
1255 N GULFSTREAM AVE #507, SARASOTA, FL 34236
$1,300,00023 Days on yellowkey MLS ID: A4693623
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1672 Built: 1982 Tax: $5,148 (2025)Community: Bay PlazaCondo
Taxes:$5,148
Remarks: One or more photo(s) has been virtually staged. Experience spectacular Sarasota waterfront living at 1255 N Gulfstream Ave in this 2BR, 2BA res. w/ den & 2 balconies, offering 1,872 total SF, where panoramic bay views & Gulf vistas beyond Big Pass are the undeniable centerpiece. This refined Bay Plaza condo places you at the heart of the city. Floor-to-clg glass doors in the great rm open directly to a covered balcony, perfect for entertaining & enjoying sunset skies & the vibrant energy of the marina & city skyline. The main primary suite is a standout feature, boasting its own private balcony and dramatic ceiling-to-floor glass doors that offer a secluded view of the mesmerizing bay waters and Gulf horizons beyond Big Pass. This space is thoughtfully designed to maximize natural light and showcase the stunning surroundings. Additionally, a secondary bedroom suite provides sweeping views and a beautifully updated bath, offering flexibility and privacy for guests or multi-generational living. Inside, elegant tile floors extend throughout, creating a cohesive visual flow. Substantial enhancements have been implemented, hidden fire sprinkler heads, upgraded electrical & plumbing, new ductwork, soundproof underlayment. Artful millwork draws the eye to impressive high clgs, while contemporary lighting such as LED downlights & designer fixtures, built-in media storage, & floating cabinetry & buffet w/ under-cabinet LED lighting combine style & practicality. The seller invested over $100K in Harmoni cabinetry—a luxury brand renowned for quality & design. Designer shades offer privacy & light control. The state-of-the-art kitchen features a raised clg w/ ambient lighting, quartz counters, contrasting upper & lower cabinets & SS appls., highlighted by a black SS range hood. Plus a serv. entry, a lndry space, & 2nd office area. Accessibility was a key focus in the renovation. The Owner’s suite, main living area, & kitchen are all wheelchair accessible, w/ 2'8" doorways for ease of movement, a fully accessible main closet, & an adapted primary bath. Please note: while most areas are designed for accessibility, some spaces may have limitations based on individual needs. Retreat to a spa-like primary bath w/ elegant natural stone, a floating, European-inspired vanity, complemented by a sep matching vanity w/ a 2nd sink in the wet rm. The zero-entry marble shower features dual shower heads, w/ a recessed rainfall fixt. delivering a spa-inspired experience, complemented by a built-in seat for ultimate relaxation. Both baths feature elevated clgs, and are equipped w/ a premium Schluter shower syst. A dedicated office features a built-in desk w/ Corian, a window seat & etched glass doors for privacy and natural light —an ideal space for flexible living & working. As a resident of Bay Plaza, you will enjoy premium amenities: garaged pkg for 2 cars, 24/7 valet pkg, EV charging, concierge services. & recently installed hurricane-rated sliding glass doors & windows. Unwind at the heated pool, soak in the spa, or stay active in the state-of-the-art fitness rm w/ a sauna & steam rm. Perfectly positioned in the heart of downtown Sarasota, Bay Plaza places you w/in easy reach of trendy restaurants, boutiques, & Sarasota’s vibrant cultural scene, from Whole Foods to the theatre & opera. Take in spectacular 4th of July fireworks at Marina Jack’s from your own balcony, & enjoy quick access to St. Armands Circle, Longboat Key, & the city’s stunning beaches. A detailed list of upgrades is available upon request.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000264 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Tax Year: 2023
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for a strong six figure range income annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
4845 BOCA RATON AVE, SARASOTA, FL 34234
$42,000371 Days on yellowkey MLS ID: A4655608
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 450 Built: 1968Monthly Fee: $137 Tax: $2,712 (2024)Community: Tri-Par Estates Unit 3Mobile Home
Taxes:$2,712
Remarks: This Tri-Par Estates lot is almost ready for your new home. Buyer is responsible for removing trailer. This home has been flooded and mold is present. Selling for land value only. This site offers a great private location with no neighbors behind you and within walking distance to the many amenities available at this great community; a large pool, spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and clubhouse. RV and boat storage are available. Convenient to Sarasota’s downtown, world class beaches, UTC mall, and truly minutes from the airport. Low annual fees and land ownership are two big advantages to this community.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Midyett (941-556-5151)
1800 BENJAMIN FRANKLIN DR #A905, SARASOTA, FL 34236
$1,455,00048 Days on yellowkey MLS ID: A4692060
REDUCED by $45,000 (3.0%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1996 Tax: $19,414 (2025)Community: L Elegance On Lido BeachSpa: YesCondo
Taxes:$19,414
Remarks: Direct Gulf-front views from the living room and both bedrooms. Newly widened beach. Ninth-floor elevation. Wake to the sound of waves and unobstructed Gulf views from this ninth-floor residence at L’Elegance on Lido Beach, where the living room, primary suite, and guest bedroom all enjoy direct Gulf frontage—a rarely available opportunity on Lido Beach. Positioned directly on the beach, this residence features an expansive Gulf-front terrace designed for year-round sunsets, coastal breezes, and panoramic water views stretching across the horizon. Residents of L’Elegance enjoy an exceptional collection of amenities including a 24-hour guarded entrance, Gulf-front resort-style pool and spa, updated fitness center, tennis courts, clubhouse, and a private deeded beach reserved exclusively for residents and their guests—offering a more peaceful and secluded beachfront experience. Adding to its appeal, Sarasota County’s recent beach renourishment has dramatically expanded the shoreline, creating an even more impressive beachfront setting and enhancing the enjoyment of this coveted stretch of Lido Key and the community’s private deeded beach. Located on the coveted south end of Lido Key, residents enjoy a quieter beachfront setting while remaining just moments from the boutiques, restaurants, and waterfront dining of St. Armands Circle, as well as the arts, entertainment, and cultural attractions of downtown Sarasota. Whether envisioned as a seasonal escape or a full-time coastal residence, this offering presents a rare opportunity to own direct Gulf-front property on one of Sarasota’s most desirable beaches—where every day begins with sweeping water views and ends with Sarasota’s unforgettable sunsets.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Garcia (941-266-9060)
1870 JASMINE DR, SARASOTA, FL 34239
$2,860,00011 Days on yellowkey MLS ID: A4696318
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4165 Built: 2026 Tax: $7,657 (2025)Community: Hartland ParkSpa: YesSingle Family
Taxes:$7,657
Remarks: Experience modern luxury in this stunning new construction home located in Sarasota's highly sought-after West of Trail area. Offering 5 bedrooms, 5.5 bathrooms, and 4,165 square feet under air (5,614 total square feet), this exceptional residence combines custom design with everyday functionality. A grand entry welcomes you with soaring 12-foot ceilings, a spacious foyer, and a striking staircase that sets the tone for the home's contemporary elegance. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect space for entertaining and daily living. The chef-inspired kitchen features custom solid wood cabinetry, quartz countertops, premium Thermador appliances, and an oversized island designed for gathering with family and friends. A custom built-in feature wall in the living room adds both style and practicality. The bright first-floor office, complete with convenient bathroom access, can easily function as a guest suite and overlooks the beautifully landscaped front yard. Upstairs, 10-foot ceilings enhance the spacious feel throughout. The luxurious primary suite serves as a private retreat, accessed through double doors and opening to a private balcony that extends the second-floor living space. Each additional bedroom offers its own en-suite bathroom and walk-in closet, providing comfort and privacy for family and guests alike. A spacious second-floor laundry room with built-in cabinetry adds convenience. Outside, lush tropical landscaping and a full irrigation system complement the home's impressive curb appeal. Premium upgrades include impact-rated windows and doors, epoxy-coated garage floors, designer exterior lighting, pre-wiring for security cameras, and dual HVAC systems for enhanced comfort and energy efficiency. Ideally located West of Trail, this exceptional home is just minutes from downtown Sarasota, Sarasota Memorial Hospital, premier dining and shopping, local parks, and the world-renowned beaches of Siesta Key. Schedule your private showing today and discover the perfect blend of luxury, location, and modern living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Samantha Jennen (941-321-6095)
4725 N TUTTLE AVE, SARASOTA, FL 34234
$699,90048 Days on yellowkey MLS ID: TB8503892
0 Days Off yellowkey (back on 6/7/2026)
REDUCED by $25,100 (3.5%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1696 Built: 1959 Tax: $6,500 (2025)Community: Desoto AcresSingle Family
Taxes:$6,500
Remarks: Welcome to a rare opportunity in the heart of Sarasota! Situated on an expansive 2.25-acre corner lot, 4725 N Tuttle Ave offers incredible space, flexibility, and future potential—perfect for homeowners, investors, or those seeking room to grow. This 3-bedroom, 2-bathroom home features separate family and living rooms, a formal dining area, and a 2-car garage, delivering both functionality and comfort. Best of all, there are NO deed restrictions, giving you the freedom to park RVs, boats, trailers, or work vehicles, and even expand or customize the property to suit your needs. This property has been thoughtfully upgraded with major improvements already completed, offering peace of mind and immediate value. A brand-new metal roof provides long-term durability and energy efficiency. A full reverse osmosis water system with softener ensures clean, high-quality water throughout the home. Inside, new luxury vinyl plank flooring runs throughout the main living areas, combining modern style with durability. The updated kitchen is designed to impress, featuring quartz countertops, brand-new cabinetry, and a complete set of new appliances including a range, refrigerator, dishwasher, and microwave. Whether you’re cooking for family or entertaining guests, this kitchen is both stylish and functional. Additional upgrades include newly completed electrical work, enhancing safety and efficiency. The oversized corner lot offers privacy and usability, with gated access from a side road—ideal for bringing in equipment, trailers, or planning future additions. With 2.25 acres, the possibilities are endless—create a workshop, add a guest house, or design your own outdoor oasis. Location is everything, and this home delivers. Just minutes from the world-famous sands of Siesta Key Beach and Lido Key Beach, you’ll enjoy some of Florida’s most beautiful coastline. You’re also conveniently close to the vibrant shopping, dining, and cultural experiences of St. Armands Circle and downtown Sarasota. Easy access to major roadways makes commuting a breeze. Whether you’re searching for a primary residence, an investment property, or land with unlimited potential, this home stands out with its acreage, upgrades, prime location, and unmatched flexibility. Don’t miss this unique opportunity—schedule your private showing today!
Listing Agent: Patrick Defeo, Ii (941-518-0708)
3530 GOODRICH AVE, SARASOTA, FL 34234
$319,90017 Days on yellowkey MLS ID: A4695567
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1958 Tax: $2,521 (2025)Community: Amaryllis ParkSpa: NoSingle Family
Taxes:$2,521
Remarks: Under contract-accepting backup offers. Welcome to your new fully remodeled home nestled in Sarasota. This 4-bedroom, 2-bathroom residence offers a perfect blend of modern design and comfort. Situated on a quiet residential street with no CDD and no HOA. As you approach, the charming curb appeal captures your attention with a fresh exterior paint scheme, a NEW ROOF, NEW Water heater, NEW HVAC, NEW Windows – actually almost NEW everything. Step inside to your open floor plan layout paired with new interior paint, ceramic tile creating an inviting atmosphere throughout. The heart of this home lies in the brand-new kitchen paired with updated, STAINLESS STEEL fixtures. The designer selected kitchen scheme features soft-close cabinets, modern quartz countertops and a custom tile backsplash making this space an entertainer’s dream. The open concept plan seamlessly connects the kitchen to the dining room, creating a warm and welcoming ambiance. The primary suite is a retreat in itself. It features a built-in closet offering ample space for your wardrobe. Both bathrooms features updated fixtures, stone topped vanities and a shower/tub combos. Your new home is strategically located, providing easy access to all the best features of Sarasota. Take a virtual tour using the link provided or schedule your visit today. Conveniently located near downtown, schools, shopping. Also near both colleges and one of the top beaches in the country. Just minutes away from SRQ Airport UTC Mall and the new MOTE Aquarium. FHA Appraisal completed above asking price. Inspection and 4 point & wind mit available as well as survey. READY TO CLOSE !!!!
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
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