Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
5174 MARSH FIELD LN #86, SARASOTA, FL 34235
$290,000Listed 04/03/2026 12:13AM MLS ID: TB8484850
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1444 Built: 1981 Tax: $3,593 (2025)Community: Heronmere IiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,593
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to this beautifully updated corner-unit condo in the highly desirable Heronmere II community within The Meadows in Sarasota. Offering 2 bedrooms, 2 bathrooms, and approximately 1,444 square feet of living space, this light-filled residence blends timeless architecture with modern comfort. Designed with an open and airy layout, the home is filled with natural light from multiple exposures, enhancing the spacious living and dining areas. The updated kitchen features ample cabinetry, generous workspace, and large windows—perfect for both everyday living and entertaining. The primary suite offers a private retreat with a walk-in closet and renovated en-suite bath, while the second bedroom provides flexibility for guests or a home office. An enclosed lanai invites you to relax and enjoy peaceful golf course and lush landscape views year-round. Additional highlights include an in-unit laundry room, covered parking, and access to a community pool. Residents of The Meadows enjoy scenic walking trails, mature landscaping, and optional memberships for golf, tennis, and social amenities. Ideally located just minutes from shopping and dining at University Town Center, with convenient access to I-75 and only a short drive to downtown Sarasota’s vibrant arts scene and Gulf Coast beaches, this move-in-ready condo offers the perfect combination of lifestyle, location, and value.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Adam Arucas (813-380-1840)
2332 SEWARD DR, SARASOTA, FL 34234
$345,00031 Days on yellowkey MLS ID: D6146339
REDUCED by $5,000 (1.4%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 928 Built: 1985 Tax: $2,904 (2025)Community: Spring OaksSingle Family
Taxes:$2,904
Elementary School: Emma E. Booker Elementary
Remarks: Short Sale. Welcome to this unique 2-bedroom, 2-bath pool home in beautiful North Sarasota, Florida! This charming property backs up to a peaceful preserve, offering added privacy with no rear neighbors — no one can build behind you. The home features fresh exterior paint, giving it great curb appeal, along with a fully fenced yard perfect for pets, entertaining, or simply enjoying your own private outdoor space. Conveniently located near shopping, dining, and entertainment, you’ll love the easy access to everything Sarasota has to offer while still enjoying a quiet neighborhood setting. This is a wonderful opportunity for first-time homebuyers, seasonal residents, or anyone looking for a cozy Florida retreat with a pool and privacy. Don’t miss your chance to make this North Sarasota gem your own!
Listing is courtesy of: CENTURY 21 SUNBELT REALTY (941-625-6120)
Listing Agent: Jayson Burtch (941-626-5432)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$950,000151 Days on yellowkey MLS ID: A4670726
REDUCED by $45,000 (4.5%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseCondo
Taxes:$10,813
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: One or more photo(s) has been virtually staged. Welcome to Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new $50,000 custom organizers. A versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Resort-style amenities enhance everyday living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service. A full-size, in-residence washer and dryer make this home as practical as it is luxurious.Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
4018 PRADO DR, SARASOTA, FL 34235
$459,000Listed 04/03/2026 9:11AM MLS ID: A4688500
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1842 Built: 1969 Tax: $2,873 (2025)Community: De Soto LakesSingle Family
Taxes:$2,873
Remarks: Welcome to this spacious 4-bedroom, 2-bath home featuring an open floor plan that seamlessly connects the kitchen, dining, and living areas—perfect for entertaining or relaxing with family. The large kitchen offers plenty of workspace and storage, while the bonus/family room adds flexibility for a playroom, home office, or media space. The primary suite includes a walk-in shower and an upgraded closet system for extra organization. Throughout the home, you’ll find ceiling fans, ceramic tile and vinyl floors (no carpet), and an inside laundry room. Major updates bring peace of mind: HVAC (2024), water heater (2019), roof (2015), and a new garbage disposal. Step outside to a fully fenced, oversized backyard—ideal for pets, outdoor living, or adding a pool. A large storage shed provides additional space for tools and toys. With no HOA restrictions, you’ll have the freedom to make this property truly your own. Conveniently located near shops, restaurants, the airport, and Sarasota’s world-famous beaches, this move-in-ready home offers comfort, functionality, and a prime location for your Florida lifestyle.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Lynda Ellinger, Pa (941-228-2430)
800 N TAMIAMI TRL #1603, SARASOTA, FL 34236
$1,895,000163 Days on yellowkey MLS ID: A4669042
Bed: 2 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2007 Tax: $23,269 (2025)Community: AlinariCondo
Taxes:$23,269
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: PRICE IMPROVEMENT! Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
1350 MAIN ST #PH1600, SARASOTA, FL 34236
$1,995,000178 Days on yellowkey MLS ID: A4666660
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 2007 Tax: $14,766 (2025)Community: 1350 Main ResidentialCondo
Taxes:$14,766
Remarks: One or more photo(s) has been virtually staged. Rarely available penthouse on the 16th floor of sought-after 1350 Main in the heart of Downtown Sarasota! This beautiful 3-bedroom, 3-bath corner residence showcases spectacular Bay and city vistas from every room, upscale finishes and craftsmanship, and a wonderful open floor plan. Upon entry to the great room, you will enjoy the open light-filled room with 10' ceiling (only available on the top 3 floors), exquisite built-in, great space to showcase your personal art collection, and large terrace to relax and enjoy the bay breezes. The updated open-concept kitchen features stainless appliances including a high-end Thermador Professional-style gas range with 6-burner cooktop, 2 electric ovens, large center island, solid wood cabinetry, beautiful stone counters, and walk-in pantry. The split plan design boasts 3 spacious en-suite bedrooms including the primary bedroom with private terrace, custom walk-in closet and updated luxurious en-suite bath. Beautiful, engineered hardwood and ceramic tile floors throughout. 1350 Main is known for its great location, 24-hour concierge and on-site manager, secure entry, pet friendly building, and wonderful amenities including heated resort style pool and spa, recreation deck with gas grill, fire pit, herb garden, fitness center, steam rooms, guest suite, catering kitchen, social and conference/business rooms, electric car charging stations, and water softener/filtration in the entire building. The premier Downtown Sarasota address is perfect for proximity to all the cultural venues, art galleries, boutiques, Saturday farmers market, festivals, great restaurants, and proximity to the #1 Siesta Key Beach, Lido, and Longboat Keys.
1685 6TH ST, SARASOTA, FL 34236
$1,650,000178 Days on yellowkey MLS ID: A4667628
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2938 Built: 1997 Tax: $6,942 (2025)Community: Halls Sub James SSingle Family
Taxes:$6,942
Elementary School: Alta Vista Elementary
Remarks: PRICE IMPROVEMENT! Perfectly situated in Sarasota’s vibrant Downtown just minutes from restaurants and boutiques within the coveted Gillespie Park neighborhood, this beautifully renovated 2,938 sf, 4-bedroom, two-story Key West–inspired pool home blends timeless architectural charm with modern sophistication. A magnificent oak tree graces the front yard, framing the home’s welcoming façade, while a historic brick driveway—crafted from original Sarasota street bricks—sets the stage for the artistry and attention to detail found throughout. Remodeled and expanded, the interior showcases solid wood floors, designer lighting, and refined finishes which create a warm yet elegant ambiance. The gourmet kitchen impresses with custom cabinetry with soft-close drawers, quartz countertops, and top-tier appliances including a professional Forno gas range. Open-concept living and dining spaces are enhanced by an electric fireplace and abundant natural light streaming through windows and doors, many of which are impact-rated. Upstairs, rich hardwood flooring continues through the private quarters, including the serene primary suite featuring a custom-built walk-in closet and a spa-inspired bath adorned with porcelain tile, and designer fixtures. A downstairs bonus area—currently used as a Pilates studio with private entry—is zoned for business or rental use and could easily serve as a large luxurious primary suite, family room, media room, or fitness space. A beautifully designed 600 sf apartment provides fully independent or multi-generational living with its own contemporary kitchen, induction cooktop, full-size washer and dryer, and private balcony. Perfect for hosting guests, mother-in-law suite, extended family, or generating income, this versatile space has a separate entrance, parking spot and its own address, and qualifies for one-week rentals. Additional highlights include a temperature-controlled wine room, an oversized laundry room, three zoned AC, and a security system. Outside, a lush courtyard with screened lanai and heated pool creates a tranquil retreat for relaxing or entertaining amid tropical landscaping. Set on a spacious, fenced corner lot, the property offers abundant privacy along with an expanded 2½-car garage featuring an impact-rated door and generous storage. Residents of Gillespie Park enjoy one of downtown Sarasota’s most walkable locations—just moments from Main Street and the new Bayfront Park where you can catch sunset, take in water views while enjoying a concert, yoga or lounging with your feet in the sand. Enjoy nearby fine dining, boutique shopping, arts and cultural venues, and easy access to SRQ International airport. The neighborhood’s namesake park offers tennis and pickleball courts, dog areas, and a lively community spirit that captures the essence of urban Sarasota living. Blending the character of Sarasota’s historic past with the ease of modern luxury, this exceptional residence delivers rare flexibility, craftsmanship, and an enviable location in the heart of it all.
383 BOBBY JONES RD #383, SARASOTA, FL 34232
$199,000323 Days on yellowkey MLS ID: A4652341
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 2003 Tax: $2,619 (2025)Community: BrooksideCondo
Taxes:$2,619
Remarks: $20,000 PRICE REDUCTION ON THIS NEWLY RENOVATED ground floor 2-bedroom, 2-bathroom condominium with beautiful golf course views, well-located for the utmost of privacy at the end of the serene and well-maintained Hideaway community, just minutes to Downtown Sarasota. Welcome to this smartly updated move-in-ready residence which offers the perfect blend of modern comfort, efficient design, and a picturesque setting with direct views of the lush newly redesigned Bobby Jones Golf Course from your screened-in patio—ideal for morning coffee or evening relaxation. Step inside to discover a freshly renovated interior including brand-new luxury vinyl wide plank flooring, updated kitchen and baths with new cabinetry and stone counters, designer ceiling fans with lights, and new impact windows. The floor plan is both functional and inviting, with a spacious living area, separate dining room, and an open feel that makes entertaining a breeze. The primary suite is generously sized and offers a tranquil golf course view, a large closet, and an updated ensuite bath with stone-topped vanity. The guest bedroom is perfect for visitors or a home office, with access to an updated and well-appointed second full bath. Additional highlights include a brand-new full-size washer and dryer in-unit, new water heater, abundant closet space and plenty of natural light throughout. This unit also comes with two prime parking spaces located just steps from the front door. The Hideaway offers a great lifestyle with lush landscaping, mature oak trees, two community pools, and scenic walking trails. The low-maintenance condo fee includes exterior maintenance as well as water, sewer, trash, pest control, and pool service—providing true ease of ownership. With no CDD fees, no age restrictions, and flexible leasing policies, this community is ideal for full-time living, a seasonal getaway, or a smart investment opportunity. Perfectly situated close to Downtown Sarasota, the Legacy Trail, SRQ Airport, I-75 and some of Florida’s most celebrated Gulf Coast beaches, this gem combines location and low-cost living in one of Sarasota’s most convenient communities.
5310 N TUTTLE AVE, SARASOTA, FL 34234
$850,0008 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 AcresSingle 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 Agent: Tory Uccello, Jr (941-504-8052)
1064 N TAMIAMI TRL #1308, SARASOTA, FL 34236
$375,000167 Days on yellowkey MLS ID: A4668948
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 985 Built: 2007 Tax: $4,426 (2024)Community: Broadway PromenadeCondo
Taxes:$4,426
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2024
Remarks: Welcome to Broadway Promenade - Sarasota Living at Its Best! Located in the heart of Sarasota’s renowned Cultural Arts District, this beautifully maintained and charmingly furnished 2-bedroom, 2-bath condo on the 3rd floor offers the perfect blend of style, comfort, and convenience. Being sold turnkey, it is ready for you to move right in. Whether you are looking for a full-time residence or a seasonal retreat, this condo makes it easy to enjoy everything Sarasota has to offer. This unit boasts a spacious open layout filled with abundant natural light, an separate owner storage room for added convenience and a trash chute right on the floor for easy disposal. Resort-style amenities include a sparkling pool and spa, fitness center with locker rooms and saunas, business center with computer, printer, and internet access, billiards, card room, library, and social club room. There’s also 24/7 concierge service, secured FOB access, and on-site management and maintenance. For visiting guests, there are four beautifully renovated, fully furnished guest suites available to rent. Unmatched location with an on-site Publix grocery store and nearby shopping and dining for ultimate convenience. Just minutes to theaters, art galleries, cultural events, parks, marina, and world-famous Gulf Coast beaches. Broadway Promenade offers an elevated lifestyle where every detail is designed for ease and enjoyment. If you have been waiting for a Sarasota condo that checks all the boxes - style, security, amenities, and location - this is it!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Tina Renta (941-600-7361)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$689,000176 Days on yellowkey MLS ID: A4667640
REDUCED by $5,500 (0.8%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Taxes:$8,165
Remarks: One or more photo(s) has been virtually staged. SELLER SAYS: “MAKE THIS CONDO YOURS TODAY!” All assessments paid by seller**** (Translation: Don’t wait… this view won’t.) 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)
2107 CHIPPAWA PL, SARASOTA, FL 34234
$485,000Listed 04/02/2026 8:29PM MLS ID: A4688520
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1950 Tax: $5,429 (2025)Community: Sylvan ShoresSingle Family
Taxes:$5,429
Remarks: Located West of the Trail in the Indian Beach / Sapphire Shores neighborhood of Sarasota, this single-family property offers flexible living with an additional efficiency. The main residence includes 2 bedrooms and 1 bathroom, featuring a newly updated kitchen, along with a separate laundry room for added convenience. Natural light and a functional layout create comfortable everyday living. The spacious backyard offers room for outdoor enjoyment and entertaining. A standout feature of the property is the separate 1 bedroom, 1 bathroom grandfathered-in efficiency with its own private entry and private yard, providing flexibility for rental use. Total living configuration includes 3 bedrooms and 2 bathrooms across both living spaces. No deed restriction. The home is located in an X flood zone where flood insurance is NOT required. The property is located in proximity to nearby points of interest including The Ringling Museum, Sarasota Jungle Gardens, Ringling College, New College, USF Sarasota-Manatee, Asolo Repertory Theatre, and The Bay. Convenient proximity to downtown Sarasota and the Rosemary District offer access to dining, shopping, and cultural amenities, while Lido Key provides nearby beach access. Optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnic, and additional social activities. Property is being sold as-is.
Listing is courtesy of: BROOKFIELD REAL ESTATE LLC (941-917-0494)
Listing Agent: Eric Collin (941-350-7775)
761 JOHN RINGLING BLVD #31, SARASOTA, FL 34236
$675,0001 Day on yellowkey MLS ID: A4688346
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 816 Built: 1963 Tax: $6,923 (2025)Community: Sarasota Harbor WestCondo
Taxes:$6,923
Remarks: Exquisite FURNISHED interior designer owned condo epitomizing refined coastal living in Sarasota and completely renovated down to the studs in 2019-2020. Interiors are enveloped in a meticulous pallet of ocean-inspired hues that blends timeless style with modern functionality and coastal glam charm. Island living is yours with the most incredible location less than one block to St. Armand’s Circle and a short jaunt from the beach, parks, wildlife centers, 3 yacht & sailing clubs, downtown, The Ritz Carlton, The St. Regis, and a plethora of boutique shops and restaurants. Enjoy breathtaking sunset & turquoise water views from every room over Sarasota Bay and beyond to the Keys. Watching dolphins play and manatees swim along the seawall below your balcony will be a daily occurrence. A more well positioned unit does not exist in Sarasota Harbor (top floor, end unit, Western facing, closest to the water, and closest building to the circle). Professionally envisioned by this talented designer/owner and masterfully executed by a long-standing, local, luxury builder with no expense spared. Entirely new infrastructure, including complete drywall replacement, floors, and raised ceilings, new HVAC and ductwork, in-wall sound insulation, double insulated attic, new electrical panel including wiring in walls, all new plumbing throughout, new 40-gallon water heater, and more. This unit is ultimate storm ready including PGT impact windows and doors and withstood the unprecedented 2024 storm season with incredible resilience and zero damage. The thoughtfully crafted kitchen features only the best of Miele, Sub-Zero and Viking appliances, Waterstone fixtures that shine beneath bespoke lighting, an artist commissioned mosaic, and a hand-forged range hood. A large under-lit quartzite island can seat 6, bench built solid wood Albrecht cabinetry with pullouts, under cabinet outlets, paneled appliances, Cambria 6cm custom profile back countertops, and grout-less sea glass backsplash ensure any chef a seamless experience. The magic is in the details and this unit is a work of art unto itself but within you will find a curated collection of salvaged nautical antique accents from across the world, artwork paying homage to Sarasota’s history, an authentic nautical porthole from a German ship, and master carpentry features such as tongue and groove ceilings, solid wood doors, shiplap accents, 7” stacked crown moldings, 5” baseboards, plantation shutters, and built ins with color changing Dimplex fireplace. The excellence does not stop here...every room includes recessed gimbal lighting with Maestro dimmers, the spa-inspired bathrooms glimmer with custom tile work, hammered nickel sinks, a seamless glass shower, Rohl polished nickel fixtures, hotel double towel racks, heat lamps, Helios LED smart mirrors, and other luxe finishes. Besides the unbeatable location, residents of Sarasota Harbor West enjoy an array of inclusive amenities that include a large heated waterfront pool, clubhouse, shuffleboard, fishing pier, and grill areas. End unit balconies can be screened-in with HOA design approval. Non-deeded boat slips are available for a very small fee on a first-come basis.
Listing is courtesy of: WINKLE AND COMPANY LLC (941-500-9731)
Listing Agent: Holly Winkle (941-500-9731)
5462 CYNTHIA LN, SARASOTA, FL 34235
$377,000Listed 04/02/2026 3:36PM MLS ID: A4688208
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1410 Built: 1994Monthly Fee: $31 Tax: $2,019 (2025)Community: Deer Hollow Unit 6Single Family
Taxes:$2,019
Remarks: Nestled on a quiet cul-de-sac in the sought-after Woods community, this charming 3-bedroom, 2-bathroom home offers 1,410 square feet of comfortable Florida living — priced at appraised value and ready for its next chapter. From the moment you arrive, the wide concrete driveway, mature tropical landscaping, and inviting curb appeal set the tone. Step inside to a bright, open living space with soaring vaulted ceilings and ceiling fans that keep the Florida breeze flowing year-round. Neutral carpet and a clean, move-in-ready palette make it easy to envision your personal touch throughout. The kitchen is both stylish and functional, featuring white shaker-style cabinetry, rich dark granite countertops, a double stainless steel sink, and white appliances — all bathed in natural light from a garden window overlooking the lush backyard. A convenient dining nook with light wood flooring and pendant lighting sits just off the kitchen, perfect for everyday meals or entertaining. All three bedrooms are generously sized with ceiling fans and plush carpet. The primary suite is a true retreat, boasting direct access through sliding glass doors to the screened lanai, a walk-in closet, and a private en-suite bath with a wood vanity, stone countertop, brushed nickel fixtures, and a glass-enclosed walk-in shower. Out back, the screened lanai with its own ceiling fan is the ideal spot to enjoy Sarasota's beautiful weather in comfort — overlooking a fully fenced, private backyard with a storage shed for all your extras. A spacious 2-car garage with built-in workbench rounds out this home's practical appeal, along with a dedicated interior laundry room. Located just minutes from Benderson Park, University Town Center, and Bobby Jones Golf Course, and with easy access to I-75 and all that Sarasota has to offer — this one checks every box. Don't miss your chance to own in The Woods at appraised value!
Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)
Listing Agent: Darren Dowling (941-204-0493)
509 GOLDEN GATE PT #4, SARASOTA, FL 34236
$2,695,000147 Days on yellowkey MLS ID: A4671195
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2439 Built: 2024 Tax: $5,321 (2024)Community: En PointeCondo
Taxes:$5,321
Remarks: Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point. Set within a limited four-residence boutique condominium between the Ringling Bridge and downtown Sarasota, it delivers all the qualities of custom-home living with the ease and convenience of a lock-and-leave lifestyle. The residence captures views of Sarasota Bay, the marina, the downtown skyline, and the Ringling Bridge. Inside, the residence offers 2,439 square feet with 3 bedrooms and 3.5 bathrooms, plus two private covered terraces of approximately 350 square feet each—adding 700 square feet of exceptional outdoor living space. Designed as true extensions of the residence, the terraces easily accommodate open-air dining, a grill, and a generous lounge setting with TV hookup, creating an effortless indoor-outdoor lifestyle. Conceived in a neo-modern style by Echt Architects, the residence pairs refined craftsmanship with clean architectural lines and exceptional livability. A secured elevator opens directly into your private foyer, where walls of glass, expansive living spaces, and a chef-inspired kitchen create a residence that feels both sophisticated and welcoming. Spend evenings on the west terrace beneath the glow of the sunset, and begin the day on the east terrace with morning light over the marina—an elegant daily rhythm that feels distinctly Sarasota. The primary suite is spacious and serene, featuring a large walk-in closet, dual vanities, a soaking tub, an oversized shower, and direct access to the sunset terrace. Two additional en-suite bedrooms provide comfort and privacy for guests. Amenities at En Pointe include a heated saltwater pool, elevated decks for lounging and dining, two covered parking spaces, an EV charger, and ground-level bike storage. Just minutes to Main Street, St. Armands Circle, and Lido Beach, this is an exceptional opportunity to own a brand-new architectural condominium residence in one of downtown Sarasota’s most desirable settings.
Listing Agent: Brittany Perrone (941-685-1598)
4763 TRAVINI CIR #114, SARASOTA, FL 34235
$249,00028 Days on yellowkey MLS ID: A4684956
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1256 Built: 2004 Tax: $2,802 (2025)Community: Las PalmasCondo
Taxes:$2,802
Remarks: WONDERFUL VIEWS OF THE BEAUTIFUL POOL & CLUBHOUSE! 2 Bedroom/2 bath with attached one car garage. Large screened in lanai overlooking tropical setting. Brand new roof installed 2023. All appliances. Primary suite with oversize walk-in closet offers lots of privacy. Its like your primary suite is in the penthouse. Las Palmas offers resort-style amenities such as two heated pools, a hot tub, grilling stations, a clubhouse with a catering kitchen, billiards, fitness centers, a sauna, a playground, a dog park, a boat and RV parking lot, a car wash area, and tennis courts. Convenient access to Nathan Benderson Park from a new gate. Located just minutes from UTC mall, Mote Aquarium, I-75 and a variety of shops and restaurants. Fantastic lifestyle opportunity. Schedule your showing today. Easy to show. Owner willing to do a lease purchase. Call for details.
Listing is courtesy of: WAGNER REALTY (941-756-7800)
Listing Agent: Alba Lange (941-704-3026)
1100 IMPERIAL DR #608, SARASOTA, FL 34236
$539,00082 Days on yellowkey MLS ID: A4676185
0 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $5,812 (2025)Community: Bays Bluff Atps Sec 1Condo
Taxes:$5,812
Remarks: Under contract-accepting backup offers. PRICED TO SELL! This exceptional penthouse end-unit offers elevated panoramic views of Sarasota Bay and the beautifully illuminated Ringling Bridge. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Updated and meticulously maintained, this unit is move-in ready with furniture included. Hurricane-impact windows and sliding glass doors provide added peace of mind. The screened lanai is situated so that it offers almost total privacy making it the perfect place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. The electric hurricane shutter even keeps the rain off the balcony during storms and will block the intense sun for the few minutes in the afternoon when the beautiful live oak tree doesn’t do that for you. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. The bayfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with its sweeping water views, prime location, and exceptional value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
2019 CHIPPAWA PL, SARASOTA, FL 34234
$749,00029 Days on yellowkey MLS ID: A4685039
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2584 Built: 1950 Tax: $5,964 (2025)Community: Sylvan ShoresSingle Family
Taxes:$5,964
Remarks: This unique and serene home offers plenty of space to live and entertain comfortably and is in a sought-after West of the Trail neighborhood just two miles north of downtown Sarasota. Multiple living/family rooms provide an array of design options. The split layout affords privacy with two beds and a bath to the left of the front living room, off the back living space to the left is another bedroom and primary suite is to the right. The rear wall of sliding glass doors overlooking the lovely fenced pool/patio/yard allows you to enjoy the always summer Florida lifestyle! Potential exists to divide the home into two separate living units, should this catch your eye as an investment property. There is no shortage of activities nearby, just a short walk through this delightful tree-lined neighborhood will lead you to Indian Beach/Sapphire Shores to watch the incredible sunsets. You will also find several parks within a short distance, including The Bay where you can launch your kayak or partake in free community events. If boating is your thing, you're covered there too, with multiple marinas close by. The famous silky sand of Siesta Key Beach is less than a 20-minute drive, and SRQ airport is just 10 minutes away. The many amazing shops, theaters and restaurants downtown will keep your social calendar booked. Don't let this gem pass you by.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Pamela Hogan (941-424-8706)
2950 VISCAYA PL #108, SARASOTA, FL 34237
$239,50042 Days on yellowkey MLS ID: A4682772
0 Days Off yellowkey (back on 3/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002 Tax: $2,905 (2025)Community: VillagioCondo
Taxes:$2,905
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. Welcome to this charming and meticulously maintained 2-bedroom, 2-bathroom condo with breathtaking water views. This home has been thoughtfully updated with modern finishes and is centrally located within the highly desirable, gated Villagio Condominiums, close to downtown Sarasota. Beautiful pond views greet you as you enter this corner unit, that is conveniently located on the first floor. Inside, you will find modern laminate flooring, paired with a neutral paint palette in every room, creating a clean and inviting atmosphere. Updated fans and light fixtures give the unit a modern touch. The spacious living area is enhanced with crown molding and large windows that allow plenty of natural light to flood the unit. Glass sliding doors lead out to your covered patio, where you can sip a cup of coffee while the serene pond views and Florida's wildlife mesmerize you. Enjoy hosting and cooking in your open concept kitchen with wood cabinetry, stainless steel appliances, gleaming granite countertops and a breakfast bar counter, perfect for casual dining or entertaining guests. Your primary bedroom is completed with a spacious walk-in closet that will hold all your possessions and then some. The ensuite bathroom is fully updated with a nicely tiled garden tub, plenty of storage space and beautiful granite countertops. The guest bedroom is located on the opposite side of the unit, giving you some privacy. There is plenty of storage with dual closets and two windows keep the room nice and bright. The guest bathroom has a tub shower combo and plenty of countertop space. Just off the entrance is an office nook, which will help you keep all your office gear organized. A custom glass door allows you to keep it private, without feeling too enclosed. You will also appreciate the practical laundry closet with high end front load washer and dryer, adding to the home's overall convenience and functionality. The gated community boasts an array of amenities, including a clubhouse with a fitness center, a heated resort-style pool, a tennis / pickleball court and a fenced in dog park. The community had all the buildings painted in 2024 and all the roofs replaced in 2021. Despite recent hurricanes the community has stood strong without any damage to any of the buildings or any flooding ever reported on their grounds. Discover the convenience of living close to downtown Sarasota, marinas, and the Baltimore Orioles' spring training home at Ed Smith Stadium. Lido Key's & Siesta Key's pristine beaches are just a short distance away, while the Sarasota/Bradenton International Airport ensures easy travel. You'll also find a variety of delicious restaurants close by. Whether you are looking for a full-time home, a winter escape or an investment property - Call today to schedule your showing or virtual tour.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Corinne Gillett (941-321-8330)
952 46TH ST, SARASOTA, FL 34234
$438,00015 Days on yellowkey MLS ID: A4686642
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1292 Built: 1955 Tax: $1,355 (2025)Community: Phillips John Sub Replat OfSingle Family
Taxes:$1,355
Remarks: Under contract-accepting backup offers. A grand oak welcomes you to this charming 2BR 2BA midcentury modern home. The perfect blend of old and new, this home has been thoughtfully updated with an open layout, plus the personality of real oak hardwood floors, high ceilings, and ample wall space with lighting to highlight your artwork. A modern kitchen features an induction range with a convection oven, and views through the home to the mature low-maintenance gardens in the fenced back yard. A large patio covered by a pergola provides a delightful spot for alfresco meals. The electrical and plumbing have been fully updated and hurricane windows have been installed in all but one room. The primary bedroom features an ensuite bath and a large dressing area or office, but would be simple to convert to a three bedroom should the need arise. Convenient to everything, the home is ten minutes from downtown Sarasota, and the bridge to Lido and St. Armands, tucked into the quiet end of a dead end street. Just beyond the Sapphire Shores/Indian Beach neighborhood, near Ringling College and New College, walking distance to the iconic Bahi Hut, and not in a flood zone. Perfect for an artist or collector. A refreshing break from cookie cutter.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Erin Difazio (941-870-8060)
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