Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$694,000197 Days on yellowkey MLS ID: A4667640
INCREASED by $5,000 (0.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,165
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: WE HEARD YOUR FEEDBACK. UPDATES ARE COMPLETE. THIS CONDO NOW SHOWS LIKE A MODEL. Welcome to your front-row seat to Sarasota Bay at the highly sought-after Regency House on Gulfstream Avenue. This beautifully updated 2-bedroom, 2-bath residence sits on the 4th floor and offers 1,424 sq. ft. of bright, open living space—plus a wall of floor-to-ceiling windows that deliver sparkling bay views from morning coffee to sunset cocktails. The open-concept living and dining areas are flooded with natural light (yes, it’s as good as it sounds), while the designer kitchen features stone countertops, custom cabinetry, and stainless-steel appliances—perfect for hosting, entertaining, or simply enjoying the view while pretending you’re on vacation. The primary suite is a peaceful retreat with panoramic water views, a generous closet, and a beautifully updated ensuite bath. The second bedroom is equally spacious and flexible—ideal for guests, a home office, or a stylish retreat of your own. Residents of Regency House enjoy resort-style amenities including a 24-hour concierge, heated pool, updated clubroom, and secure covered parking—all designed for effortless downtown living. Located just steps from Marina Jack, Bayfront Park, Main Street dining, shopping, galleries, and Sarasota’s vibrant arts and cultural scene, this is downtown waterfront living done right. Easy to schedule showings. Come see why this is one of the BEST values on the Bayfront—and why you’ll want to act fast.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000209 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
Elementary School: Alta Vista Elementary
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 strong income in $160K to $180K range 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)
1350 MAIN ST #502, SARASOTA, FL 34236
$495,00053 Days on yellowkey MLS ID: A4684303
REDUCED by $19,000 (3.7%) on 04/14/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Tax Year: 2025
Remarks: Price improved. This never-rented one-bedroom residence at 1350 Main is the quintessential urban pied-à-terre in downtown Sarasota. Offering a "lock-and-leave" lifestyle with 24/7 concierge, the 5th-floor unit is defined by its premier address and impeccable maintenance. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun shades provide effortless control over the home’s atmosphere. The kitchen features stainless steel appliances, including a KitchenAid range and dishwasher and a newer refrigerator, opening into a living area. In the bedroom with ample light, custom built-in shelving provides an organized lifestyle, and for those seeking a transition of total ease, the furnishings are available by separate offer. Ownership includes the "gold standard" of downtown living, featuring an assigned parking space in the private garage and a storage locker located on the same floor. Step outside the lobby to explore the galleries of Palm Avenue or take a scenic stroll to Marina Jack’s and the Sarasota bayfront. With Whole Foods, First Watch, the Opera House and many theaters just steps away, this is a rare invitation to inhabit a ready-for-you residence above all your dining and cultural needs. 1350 Main is celebrated for its 24-hour concierge service, meticulous cleanliness, and resort-style amenities including a fitness center, heated lap pool, spa, fire pit, BBQ grill, steam rooms, library, conference rooms, guest suite and stylish clubroom. The reserves are fully funded.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
5623 MONTE ROSSO RD, SARASOTA, FL 34243
$365,0009 Days on yellowkey MLS ID: A4689751
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1090 Built: 1994Monthly Fee: $325 Tax: $1,369 (2025)Community: Riviera Club Village At Longwood Run Ph 02Spa: NoVilla
Taxes:$1,369
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Step into this beautifully refreshed 2-bedroom, 2-bath villa in the highly desirable Riviera Club Village at Longwood Run, offering a turnkey furnished, move-in ready experience with a rare two-car garage. This home features a 1% lender credit at closing and has been thoughtfully renovated to showcase a bright, airy living space with vaulted ceilings, a central skylight, and sliding doors leading to a charming enclosed lanai. The redesigned kitchen is a standout, featuring sleek soft-close cabinetry, premium stainless steel appliances—including a contemporary range hood—and quartz countertops that blend high function with modern style. Consistent tile flooring flows throughout every room, complemented by tailor-made blinds fitted to each window for a refined finish. Both bathrooms have been elegantly remodeled, with the guest bathroom tiled to the ceiling for a luxurious, modern look and upgraded with a bidet for added comfort. The primary suite boasts a modern double vanity, high-end fixtures, and an upgraded walk-in closet with a stylish sliding door. The guest bedroom also features an additional wardrobe, offering enhanced storage and flexibility. Residents may also enjoy access to nearby country club amenities, including a pool and golf course. With its low-maintenance design and stylish upgrades, this villa offers a refined living environment in a vibrant, tropical setting. This listing is also available for lease or lease-to-own.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
125 S BLVD OF PRESIDENTS, SARASOTA, FL 34236
$2,999,00081 Days on yellowkey MLS ID: A4680622
REDUCED by $101,000 (3.3%) on 04/15/2026
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3043 Built: 1956 Tax: $37,828 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$37,828
Remarks: Welcome to this beautiful and fabulous 5 bedroom residence in one of Sarasota's most sought-after neighborhoods. Total renovation and additions done in 3 stages from 2019 to 2020 to adhere FEMA guidelines blends effortless style, thoughtful design and everyday functionality. Perfect for entertaining guests or simply enjoying relaxing Florida living, this home has been meticulously updated with high-end finishes and quality craftsmanship throughout. Open concept living area that flows seamlessly from the living room to the chef's kitchen. Large center island with seating-perfect for casual meals and entertaining. Designer Italian tile covers most living areas. 4 en-suite bedrooms and one bedroom with bath across the hall. One bedroom upstairs could be second private primary. St Armand's is steps from Lido Beach with its sugar-white sand, calm water and stunning sunsets. You have quick access to downtown Sarasota with arts, dining, and marina. A true European-style circle with upscale boutiques, galleries and locally owned shops. Excellent restaurants ranging from casual cafes to fine dining that are walkable and lively. With St Armand's Circle boasting upscale lifestyle, proximity to beaches, dining and boutique shopping keeps the circle very lively and vibrant.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
128 GOLDEN GATE PT #301B, SARASOTA, FL 34236
$1,695,000172 Days on yellowkey MLS ID: A4662515
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3000 Built: 2004 Tax: $19,933 (2024)Community: Vista Bay PointCondo
Taxes:$19,933
Remarks: Rare full-floor residence on Golden Gate Point offering unmatched privacy, scale, and panoramic Sarasota Bay views. Occupying the entire third floor of Vista Bay Point, this 3,000 sq. ft. 4BR/3.5BA home lives like a private waterfront estate in the sky. Enter from your private 2-car garage and ride your private elevator directly into the residence—no shared hallways or neighbors. Inside, walls of glass flood the space with natural light and showcase sweeping water and skyline views. The chef’s kitchen features custom cabinetry, granite countertops, an oversized island, premium appliances, and gas range, opening to expansive living and dining areas ideal for entertaining. The owner’s suite is a private retreat with walk-in closet, spa-style bath, and adjacent flex space for office or bedroom. Two guest suites with en-suite baths offer comfort and separation. Amenities include heated pool/spa, fitness center, theater, billiards, club room, and guest suite. Recently refreshed building with new exterior, windows, and lobby. Minutes to Downtown Sarasota, St. Armands Circle, and Lido Beach. A rare opportunity for full-floor waterfront living.
Listing Agent: Nikki Taylor (941-587-9060)
2425 ASPINWALL ST #2425, SARASOTA, FL 34237
$149,90094 Days on yellowkey MLS ID: A4679117
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1024 Built: 1971Monthly Fee: $692 Tax: $2,293 (2025)Community: The Village Sec 2Spa: NoVilla
Taxes:$2,293
Elementary School: Tuttle Elementary
Remarks: Welcome to The Village. A quaint enclave of just 18 villas surrounded by mature landscaping, yet just minutes from downtown Sarasota. This 2-bedroom, 2-bath villa offers an excellent opportunity for an investor, first-time homebuyer, or winter retreat. The open great room design features tile flooring throughout, creating a bright and inviting living space. Both bedrooms include walk-in closets and en-suite bathrooms, providing comfort and privacy. The updated kitchen boasts quartz countertops and a separate island for additional workspace—perfect for cooking and entertaining. Step outside to the covered patio, where you can enjoy garden views with a partial pond backdrop. Additional highlights include a new roof in 2025 and one assigned parking space. Ideally located just minutes from Downtown Sarasota/Main Street, St. Armand's Circle, and Lido Key, you’ll have easy access to world-class dining, shopping, cultural attractions, and beautiful beaches. Whether you’re looking for a full-time residence, vacation getaway, or rental property, this delightful home offers the perfect blend of location, lifestyle, and value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tina Von Kessel (941-266-2848)
3425 TALLYWOOD LN #7135, SARASOTA, FL 34237
$143,000114 Days on yellowkey MLS ID: A4676132
1 Days Off yellowkey (back on 4/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1109 Built: 1983 Tax: $2,199 (2025)Community: Tallywood Ph 1 & 2Spa: NoCondo
Taxes:$2,199
Remarks: Under contract-accepting backup offers. Short Sale. Welcome to Tallywood Condos! Come enjoy great value in a 55+ maintenance free community. This charming 2 bed, 2 bath unit is within close proximity to SRQ airport, UTC town center, Ringling Museum, downtown Sarasota, St Armands Circle and the area’s finest beaches. Beautiful mature oak trees are abundant within this 46-acre cozy community. Activities and amenities await centered around the clubhouse complete with a library, community pool, shuffleboard, and dog park. Call for a showing today and start your journey to a wonderful Sarasota lifestyle!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Robert T Anderson (941-350-8671)
4085 GOLD DUST LN, SARASOTA, FL 34243
$359,000365 Days on yellowkey MLS ID: A4650212
REDUCED by $30,000 (7.7%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2025Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Remarks: MOVE IN READY! REDTAG SALE! Receive up to $20,000 towards closing costs, $5,000 towards upgrades and special interest rates with the use of our preferred lender - Now through Sunday, April 26th. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
464 GOLDEN GATE PT #702, SARASOTA, FL 34236
$4,295,000197 Days on yellowkey MLS ID: A4667652
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3377 Built: 2006 Tax: $51,212 (2025)Community: La BellasaraSpa: YesCondo
Taxes:$51,212
Remarks: Experience luxury waterfront living at La Bellasara on Golden Gate Point. This 7th-floor, 3-bedroom plus den, 4.5-bath residence captures breathtaking, panoramic forever views of Sarasota Bay and the glittering city skyline from every room, blending sophistication with the relaxed coastal lifestyle. A private elevator opens to a grand double-door foyer, where stone floors lead through expansive living spaces with 9–11 ft. ceilings. The main living area features rich wood built-ins and flows seamlessly into the updated gourmet kitchen—complete with custom white cabinetry, top-tier appliances, a 6-burner gas range, center island, and walk-in pantry. The open layout connects to the dining area and breakfast nook, all oriented toward the water. Step outside to the 42-ft. bayfront terrace, ideal for entertaining with its built-in summer kitchen. A separate library with custom bookcases offers a quiet retreat or optional guest space. The private primary suite features two luxurious bathrooms, dual walk-in closets, a morning bar, and terrace access for sunrise views over the bay. Two guest suites, each with ensuite baths, custom closets, and private terraces, are thoughtfully positioned for privacy. Additional highlights include a private 2-car garage with extra storage conveniently located near the elevator—offering the feel of a private home with the ease of condominium living. Community amenities include concierge services, a heated pool and spa, fitness center, theater, social and meeting rooms, and a courtesy day dock. La Bellasara is a gated, pet-friendly enclave offering luxury, comfort, and an unbeatable bayfront lifestyle. Furnishings available separately.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
1709 N TAMIAMI TRL #318, SARASOTA, FL 34234
$675,00016 Days on yellowkey MLS ID: A4689244
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1332 Built: 2022 Tax: $7,906 (2024)Community: The StrandSpa: YesCondo
Taxes:$7,906
Elementary School: Gocio Elementary
Remarks: This is the lowest-priced unit in The Strand with direct, unobstructed open water views offering over 1,300 square feet of living space per the builder's floorplan. This is one of the largest units in The Strand. Experience waterfront luxury and a boating lifestyle in this modern, turnkey, furnished residence completed in 2022, offering exceptional value, views and amenities. This expansive end unit features hurricane-rated sliding glass doors and windows that frame breathtaking water views and abundant wildlife. Inside, the open-concept kitchen, dining and living areas are thoughtfully designed for both style and functionality. The kitchen showcases upgraded glossy white cabinetry, quartz countertops, a spacious island with modern lighting and a breakfast bar perfect for casual dining. The great room is highlighted by two sets of sliding glass doors that open to a large private balcony, ideal for entertaining or relaxing while enjoying stunning sunsets over the water. The primary suite offers a large walk-in closet with custom organizers and a luxurious en-suite bath featuring upgraded tile, quartz countertops and a glass-enclosed shower. A versatile den, which could be used as the second bedroom, features barnyard doors complete with a triple closet and pullout sofa. Additional features include luxury vinyl plank flooring, impact glass windows and doors, upgraded ceiling fans and lighting, Alfa closet systems, a spacious laundry room with added storage and high-end turnkey furnishings including flat-screen TVs. The Strand allows weekly rentals (7-day minimum), making this an excellent opportunity for full-time living, a seasonal getaway, or an investment property. Residents enjoy a vibrant, pet-friendly community with resort-style amenities including a heated pool and spa, fitness center, EV charging stations, gas grills, a fire pit and access to a floating dock for kayaking. Ideally located just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, waterfront parks, dining and entertainment, The Strand offers the perfect blend of luxury, convenience, and lifestyle. Don’t miss this exceptional opportunity. Schedule your private showing today. Owner is a licensed Florida REALTOR®, and the property is not homesteaded.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
2052 BENJAMIN FRANKLIN DR #D702, SARASOTA, FL 34236
$4,175,00098 Days on yellowkey MLS ID: A4672832
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3654 Built: 2005 Tax: $53,274 (2025)Community: Orchid Beach Club ResidencesSpa: YesCondo
Taxes:$53,274
Remarks: Located within Orchid Beach Club, the premier direct-beachfront building on the south end of Lido Beach, this expansive 3BR/3.5BA, 3,654-square-foot residence offers an exceptional blend of luxury, privacy, and coastal elegance. A private elevator lobby and double-door entry open to a light-filled floor plan designed for both everyday living and effortless entertaining. Main living areas feature soaring 10-foot ceilings, clean architectural lines, and generous wall space ideal for displaying artwork, all flowing seamlessly to the outdoors. The expansive beachfront terrace is a standout feature, showcasing unobstructed Gulf & sunset views and a built-in grill, perfect for al fresco dining, hosting guests, or just relaxing to the sound of the waves cascading on the shoreline. The gourmet kitchen is thoughtfully designed for culinary enthusiasts, offering a five-burner gas range, warming drawer, and spacious walk-in pantry. The primary suite serves as a peaceful retreat with a sitting area, wet bar, and sweeping panoramic views from Siesta Key to Longboat Key. Its spa-inspired bath includes dual vanities, a soaking tub with city views, an oversized walk-in shower with dual shower heads, and two private water closets. Two guest suites, each with en-suite baths, share access to a private terrace overlooking South Lido Park, with scenic vistas toward downtown Sarasota and St. Armands Circle, providing comfort, privacy, and memorable scenery. A rare and highly desirable offering, this residence includes a private two-car under-building garage just steps from the elevator with direct access to the unit, offering unmatched convenience, security, and ease of access rarely found in beachfront condominiums. Orchid Beach Club residents enjoy world-class amenities, including a 24-hour manned security gate, concierge services, and two elegant guest suites. Additional features include a heated beachfront pool and spa with private cabanas, a state-of-the-art fitness center with steam room and sauna, dedicated massage and treatment rooms, a social lounge with bar, fireside library, game room, and even an on-site dog run for that special pet. Just outside your door, you are moments from the sand and within walkable distance of South Lido Park and the Ted Sperling Nature Trail, while downtown Sarasota’s vibrant dining, arts, and culture are just around the bend. This exceptional residence offers a front-row Gulf Coast lifestyle, blending resort-style luxury with the tranquility of a private island enclave at one of Lido Beach’s most coveted addresses.
280 GOLDEN GATE PT #600, SARASOTA, FL 34236
$5,600,000193 Days on yellowkey MLS ID: A4668258
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4101 Built: 2016 Tax: $72,785 (2025)Community: AquaSpa: YesCondo
Taxes:$72,785
Remarks: Discover the pinnacle of direct bayfront excellence blending sculptural modern form with water views. Full-floor residence at AQUA is one of only eight in Sarasota’s most exclusive boutique building found on Golden Gate Point. Perched on the sixth floor with 180° views of Sarasota Bay and the iconic Ringling Bridge, this home offers a level of elegance and customization rarely found—even in new construction. From the moment you step off your private elevator into the foyer, the residence unfolds with simple, clean lines spotlighting floor-to-ceiling 10-foot glass walls which frame the Bay & Sunsets like living artwork. More than $500,000 in curated upgrades elevate the interiors, transforming this barely lived in 4,100+ sq ft space into a truly one-of-a-kind lifestyle rarely found in Sarasota’s market. Open-concept layout lives like a single-family home with distinct entertaining areas, a stunning waterfront dining room, and a bespoke wet bar. Chef’s kitchen is a study in form and function, seamlessly integrated into the living space while offering top-tier appliances and finishes: Wolf cooktop and ovens, 2 Miele dishwashers , Sub-Zero refrigerator, Cuisines Laurier cabinetry with a 9 ft expansive island topped with striking Cielo quartzite. Private primary suite is designed as a serene escape, featuring stunning water views, custom walk-in closets uniquely designed with two separate individual sections of sleek Cuisimax poly-gloss doors and packing station. Elevated features in the spa-style bathroom include dual vanities topped with striking azure crystal marble, a soaking tub, and a large glass-enclosed shower Two generous guest suites offer en-suite privacy, while a fourth bedroom currently serves as a sleek office. With discreet concierge services found only in a 5-star boutique style building, Aqua offers an enclosed oversized private two-car garage with an EV charging station & dehumidifier, private boat dock that accommodates 36' boat + flat kayak lift, temperature-controlled wine storage/wine tasting room, fitness studio, heated pool and spa and meeting room. Be part of vibrant downtown living in a secluded quiet location.
101 SUNSET DR #301, SARASOTA, FL 34236
$1,300,00044 Days on yellowkey MLS ID: A4685269
REDUCED by $150,000 (10.3%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1778 Built: 1978 Tax: $11,034 (2025)Community: Lawrence Pointe ISpa: YesCondo
Taxes:$11,034
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 Point 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.
5310 N TUTTLE AVE, SARASOTA, FL 34234
$850,00029 Days on yellowkey MLS ID: A4685035
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2408 Built: 1956 Tax: $7,598 (2025)Community: Desoto AcresSpa: NoSingle Family
Taxes:$7,598
Remarks: Invest in one of central Sarasota’s most versatile acreage opportunities with this gated 2.23-acre RE1-zoned estate in the historic Desoto Acres community, offering rare land-use flexibility with no active HOA and no enforced deed restrictions. Positioned for future growth, the property is fully secured with perimeter fencing and an electronic security gate at the 53rd Street entrance, with dual asphalt driveways already installed to support expanded use. A cleared and prepped secondary build site provides immediate potential for a detached guest house, ADU, or professional-grade workshop. Approximately $106,000 in recent capital improvements—including a 2023 roof, 2019 HVAC, new water heater, heavy-duty double septic system with lift station, and a deep-drilled 251-ft well recently rejetted with a brand-new submersible pump—significantly reduce future infrastructure costs and strengthen development readiness. While the existing residence is dated, it is fully functional and refreshed with a brand-new mini-split system in the owner’s suite, providing immediate climate-controlled comfort for a primary resident or a phased renovation project. A four-car garage configuration includes an oversized attached two-car garage and a detached air-conditioned workshop, plus 50-amp RV hookups to accommodate specialty storage needs. Located just minutes from UTC and downtown Sarasota, this property represents a strategic land-bank or custom compound opportunity with substantial upside potential. This is a rare find for the buyer who values independence, infrastructure, and a blank canvas for their Florida lifestyle. Schedule your private tour and evaluate the possibilities today.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Tory Uccello, Jr (941-504-8052)
200 COCOANUT AVE #7, SARASOTA, FL 34236
$1,150,000108 Days on yellowkey MLS ID: A4676689
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1721 Built: 1999Monthly Fee: $950 Tax: $11,146 (2025)Community: Library MewsSpa: NoTownhouse
Taxes:$11,146
Remarks: A Hidden Gem in the heart of Downtown Sarasota! Experience vibrant urban living with an old-world European style ambiance at Library Mews. This enclave is a unique intimate gated community of 11 townhome villas. The welcoming private courtyard entrance framed by an arch canopy of bougainvillea leads to the home and sets the stage for the residence’s charm. The private brick-paved courtyard leads you to your shaded indoor-outdoor patio space, an excellent place to dine or simply enjoying Sarasota’s weather. This 1,721 square foot villa features two spacious bedroom suites, two and a half baths plus a separate second-floor garden terrace, and a private garage. Upon entering the front door, the tone is set with creative architecture that provides just the right balance of a pleasing floor plan with functionally-defined living spaces. Warm hardwood floors flow throughout the kitchen, living and dining areas, complimented by soft neutral finishes such as light fixtures, crown molding, tray ceilings with LED lighting, and ceiling fans. The generous living room is highlighted by a stylish gas fireplace, high ceilings, and oversized windows with custom crown molding and a southern exposure for abundant natural light. Hurricane rated sliding glass doors seamlessly connect to the indoor and outdoor spaces. The kitchen overlooks the tranquil courtyard and features a cooking island, stunning Carrera countertops, sleek cabinets, gas cook top, and GE-pro appliances, providing style and functionality. Adjacent to the kitchen is the laundry room with a closet pantry with pull-out drawers, cabinets with countertop space, and a Koolmore washer/dryer combination. Upstairs, the spacious master bedroom boasts a vaulted ceiling and floor-to-ceiling hurricane rated sliding glass doors with cityscape views, along with a large walk-in closet and well-appointed en-suite bathroom. The second bedroom features a custom wall storage with a barndoor and includes a cozy niche area that makes a great reading or office space. For added convenience, a second stackable LG washer/dryer is located on the second level. A few steps up from the two bedrooms is the resurfaced garden terrace offering an idyllic space for relaxing while enjoying views of the city. A single-car garage, accessed from Cocoanut Avenue, is enhanced with custom cabinetry, a butcher block top and a sink. Thoughtfully designed storage is abundant throughout the home, featuring multiple closets, custom cabinetry, built-ins, and a well-equipped garage to keep everything organized and out of sight. Further upgrades include impact sliding doors and bedroom windows, hurricane impact skylight, security system, new roof (2025), new exterior paint, gutters and awnings, hurricane garage door, new tankless water heater and saltwater softener system. This delightful townhouse is situated just steps from the Sarasota Theater District, Sarasota Opera, library, world-class restaurants, Whole Foods grocery store, Marina Jack, and Main Street shopping. Come live and play in the heart of Downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Stacy Hanan (941-266-0529)
1709 N TAMIAMI TRL #502, SARASOTA, FL 34234
$599,00092 Days on yellowkey MLS ID: A4679227
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 2022 Tax: $7,354 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,354
Remarks: PRICE IMPROVEMENT AND GREAT VALUE! Experience this coveted top floor and closest to the Bay location and the fantastic water views, beautiful sunsets, five-star amenities, gated access, and incredible proximity to Downtown Sarasota, the Bay Park, and the area's spectacular beaches. PLUS option to purchase a boat slip with 16,000 lb. lift and 2nd parking space with sunshade! Built in 2022, this residence affords a second-to-none waterfront lifestyle. The 1050 sf, 1 bedroom + office/den, 2 full bath unit features upgraded finishes, sizable living area, designated dining space, serene primary bedroom with luxe owner's bath, expansive custom closet, and private open-air terrace overlooking the water. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and a generously sized peninsula. The main living space is filled with natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. The office/den is perfect for all of your organizational needs. Additional noteworthy features include custom designed closets, in-unit laundry with Samsung washer and dryer, pendant lighting, designer ceiling fans and custom window treatments. This unit includes 1 under-building parking space and private secure storage. The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design features fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, 1000' boardwalk, kayak and paddleboard launch, and ample guest parking. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Make the most of the azure water and explore the top-rated beaches and bays and make this exceptional residence, community and city your home today.
Listing Agent: Lenore Treiman (941-356-9642)
1709 N TAMIAMI TRL #503, SARASOTA, FL 34234
$550,000163 Days on yellowkey MLS ID: A4671066
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 958 Built: 2022 Tax: $7,016 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,016
Remarks: Experience this breathtaking penthouse waterfront condominium with sunset views in the resort style gated complex, The Strand. With direct boating access to the Bay and Gulf of Mexico, serene water views, option to purchase a deeded boat slip with 16,000# lift, five-star amenities and fantastic proximity to Downtown Sarasota and area beaches, this residence affords a second-to-none waterfront lifestyle. This unit features a prime location in the Strand in the building closest to the bay and on the 5th floor providing incredible views! The 1 bedroom + office/den, 2 full bath open floor plan features upgraded finishes, custom closets, sizable living area, dining area and open-air terrace. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and 2 generously sized peninsulas with room for seating. The main living space has incredible natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. This smartly designed home boasts a serene primary bedroom with custom closet, luxe owner's bath with quartz vanity, and laundry area with stackable Samsung washer and dryer. Office/den with closet perfect for all of your organizational needs and an additional full bath with tub. Other noteworthy features: custom designed closets, pendant lighting, and designer ceiling fans. Includes 1 deeded under building parking space, and private secure storage. Welcome to The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design Group. Fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, boardwalk, and kayak launch & storage. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Live THE lifestyle exploring top-rated beaches and bays. Make this exceptional residence, community and city your home today!
800 BENJAMIN FRANKLIN DR #607, SARASOTA, FL 34236
$1,000,000185 Days on yellowkey MLS ID: A4669063
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $11,434 (2024)Community: Lido AmbassadorSpa: NoCondo
Taxes:$11,434
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 Agent: Lindsay Nock (941-735-7005)
111 S PINEAPPLE AVE #1013, SARASOTA, FL 34236
$1,499,5002 Days on yellowkey MLS ID: A4690816
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1577 Built: 2019 Tax: $17,592 (2025)Community: Mark Sarasota CondominiumSpa: YesCondo
Taxes:$17,592
Remarks: Residence 1013 at The Mark Sarasota offers a rare combination of comfort, convenience, and newer construction in the heart of downtown. Built in 2019, this residence provides modern peace of mind with impact hurricane glass and exterior doors, along with soaring 10-foot ceilings and a bright, open feel throughout. The home includes two deeded side-by-side covered parking spaces located just 20 feet from the elevator, an exceptional convenience rarely found downtown. Positioned on the quiet and highly desirable side of the building, the residence enjoys southern exposure and beautiful views overlooking the pool, with sightlines extending toward Sarasota Bay and the Gulf of Mexico. Set on the 10th floor, this thoughtfully designed layout features two bedrooms plus a den and two-and-a-half baths across 1,577 square feet, along with a covered terrace that extends the living space outdoors. The split-bedroom floor plan provides privacy while maintaining an open, functional flow ideal for both everyday living and entertaining. Walls of glass fill the home with natural light and frame tranquil views over the treetops toward Paul Thorpe Park and the Mermaid Fountain. The kitchen blends style and function with imported cabinetry, stone countertops, designer backsplash, stainless steel appliances, and an upgraded induction cooktop. It connects seamlessly to the main living and dining areas, creating an inviting space to gather. A full-size utility room with additional storage adds everyday practicality. The primary suite opens directly to the terrace and features a spacious walk-in closet and a well-appointed bath with illuminated mirrors and refined finishes. The guest bedroom is privately situated, while the den offers flexibility as a home office or additional lounge space. A climate-controlled storage unit located just down the hall provides added convenience. Residents enjoy The Mark’s resort-style amenities, including a heated saltwater pool and spa, outdoor seating and grilling areas, club room with catering kitchen, billiards, fitness center, yoga studio, and spin room. The building also offers a pet-friendly environment, 24/7 front desk staffing, secure lobby access, and overnight roving security. Located in the center of downtown Sarasota, the residence places you just steps from the renowned Sarasota Farmers Market and only two blocks from Whole Foods Market. Cultural attractions including the Sarasota Opera House, Florida Studio Theatre, and Selby Public Library are all within easy reach, along with dining, galleries, and the waterfront. Surrounded by exciting new luxury developments, including the nearby Waldorf Astoria Residences Sarasota, this location continues to elevate as one of downtown’s most sought-after areas. Don’t miss the opportunity to own a newer-built residence in one of Sarasota’s most vibrant and walkable neighborhoods.
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