Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
603 TREMONT ST, SARASOTA, FL 34242
$3,690,00043 Days on yellowkey MLS ID: A4685407
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3996 Built: 2025 Tax: $7,175 (2025)Community: Waterside-Wood Siestas BaysidSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,175
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
2420 FLOYD ST, SARASOTA, FL 34239
$2,190,00013 Days on yellowkey MLS ID: A4690296
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3350 Built: 2024 Tax: $20,326 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$20,326
Elementary School: Alta Vista Elementary
Remarks: Introducing an exquisite New Construction, 3,356 sq. ft. home in the heart of Sarasota. *Pool installation is in progress. This stunning residence offers an unparalleled combination of luxurious comfort and unbeatable location, minutes from Downtown. As you enter this dazzling property, you will be greeted by an open and spacious floor plan that features high ceilings, natural light, and high quality finishes throughout. The home features an elegant kitchen with top-of-the-line Fulgor Milano appliances, quartz countertops, and custom cabinetry. Two patios with an outdoor kitchen and additional island seamlessly blend indoor and outdoor living and lush landscaping. The master bedroom of this gorgeous home is a true sanctuary, offering a plush and peaceful retreat after a long day. With a high-ceiling and large windows to let in unrestricted natural light, providing a bright and airy feel that's perfect for relaxation. The room also features two generously sized walk-in closets. The master bathroom is equally impressive, featuring a soaking tub and a separate shower that's great for unwinding after a long day. The opulent finishes and high-end materials used throughout the space add to the lavish feel of this spectacular master suite, making it the best place to recharge and rejuvenate. The home also features several storage closets, and a large laundry room. As you ascend the grand staircase to the upper level of the home, you are met with a second living room area, large balcony, and three cozy bedrooms with en-suite bathrooms. This setup is perfect for families or groups of friends looking to stay together in comfort and convenience. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
3705 TANGIER TER, SARASOTA, FL 34239
$1,890,00017 Days on yellowkey MLS ID: A4687142
REDUCED by $100,000 (5.0%) on 04/23/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2529 Built: 1956Monthly Fee: $13 Tax: $3,899 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$3,899
Elementary School: Southside Elementary
Remarks: Experience elevated coastal living in this fully updated 4-bedroom, 3-bath home offering 2,529 sq. ft. of refined space in the coveted San Remo Estates community. Just steps from the North Siesta Key Bridge, this residence combines a serene neighborhood setting with exceptional convenience to Sarasota’s top waterfront amenities. Inside, an open-concept layout highlights a newly designed kitchen with modern appliances, a dedicated laundry room, and a versatile fourth bedroom perfect for an office, gym, or flex space. Custom closets throughout the home—crafted by Design Studio California Closets—enhance storage and organization, while thoughtful finishes create a warm, contemporary feel. A spacious 2-car garage adds everyday practicality. Set on a generous 0.33-acre lot, the outdoor space is designed for entertaining and relaxation with a brand-new pool with champagne spa hot-tub, covered lanai, expansive patio, and outdoor bar area including a new full summer kitchen. Additional upgrades—new landscaping with irrigation, exterior lighting, a dog run, and a cozy fire pit—make this property an ideal retreat for enjoying Florida living at its finest.
2816 MICHIGAN ST, SARASOTA, FL 34237
$399,50016 Days on yellowkey MLS ID: A4689787
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1380 Built: 1956 Tax: $872 (2025)Community: Glen RidgeSingle Family
Taxes:$872
Middle School: Booker Middle
Remarks: SAY HELLO TO A GOOD BUY * This home has been LOVINGLY RENOVATED * NEW Kitchen with NEW Cabinets & Countertops & NEW Appliances * NEW Bathroom with NEW Vanity & NEW Shower * NEW Tile Flooring * NO Carpet * NEW Paint * Metal Roof * Solar Panels so you have a very low electric bill * LARGE Carport & Storage Room * This house is beautiful with a very large Living Room & Dining Room - there's a lot of A/C Living Space * Spacious Front Yard * Paver Park area is located in a great school district * You are minutes to Payne Park and a few blocks to The Legacy Trail * Short bike ride to Downtown and the Bay Front * Short car ride to Selby Botanical Gardens, Siesta Key, St Armand's Circle & Lido Beach * This is an EXCELLENT year round home OR winter getaway * One look & you'll fall in love * Run, don't walk to this INCREDIBLE VALUE *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Glenn Brown (941-342-6464)
2945 UPPER TANGELO DR, SARASOTA, FL 34239
$695,0003 Days on yellowkey MLS ID: A4690742
1 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1439 Built: 1960 Tax: $6,132 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,132
Remarks: Under contract-accepting backup offers. A rare offering within Sarasota’s desirable South Gate community, this meticulously restored Atomic Ranch embodies the essence of authentic Mid-Century Modern design. Revered as one of the foundational architectural styles of the 20th century, this residence has been thoughtfully preserved and elevated by discerning owners who understood the importance of honoring its original integrity. Ideally positioned in the heart of Sarasota, the home offers effortless access to world-class beaches, premier shopping and dining, top-rated schools, Sarasota Memorial Hospital, and the vibrant downtown district. The residence unfolds with a seamless, open-concept design, featuring three spacious bedrooms and two bathrooms, an inviting eat-in kitchen area, and expansive living areas designed for both comfort and entertaining. Walls of vintage sliding glass doors dissolve the boundary between indoors and out, opening to a generous pool terrace. Both covered and open-air, this creates a true indoor-outdoor lifestyle synonymous with classic Florida modernism. Authentic details remain beautifully intact, including original terrazzo flooring throughout, vintage architectural elements, and curated mid-century finishes that speak to the home’s heritage. An oversized garage, along with substantial fenced exterior space, provides flexibility for additional parking, including room for a boat or recreational vehicles. The home has been featured on Sarasota’s renowned “MOD Tour,” celebrated for its originality and preservation. As noted during the tour, the residence showcases vintage sliding glass walls, vibrant period kitchens and baths, and a fluid connection to the pool area. Carefully selected furnishings that reflect the era enhance the spirit of 1960s design. This is a truly special opportunity to own a piece of architectural history. Thoughtfully restored, exceptionally located, and ready to be experienced.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
3200 SPAINWOOD DR, SARASOTA, FL 34232
$599,5004 Days on yellowkey MLS ID: A4691199
0 Days Off yellowkey (back on 4/29/2026)
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 2168 Built: 1975 Tax: $5,637 (2025)Community: Ridgewood Estates 18Th AddSpa: NoSingle Family
Taxes:$5,637
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to 3200 Spainwood Drive, a 5 bedroom, 2 bath home and rare opportunity to own a versatile, income-producing property on nearly half an acre in the heart of Sarasota. What truly sets this property apart is the flexibility and opportunity it offers. Currently operating as a Airbnb, this home is perfectly positioned for rental income, multi-generational living, or a home-based business. With no HOA restrictions and ample space, the possibilities here are wide open—something increasingly hard to find in central Sarasota. The home offers approximately 2,200 square feet under air with a layout designed for both privacy and functionality. One of the bedrooms includes a private entrance, making it ideal for a guest suite, in-law quarters, or a separate rental space—adding even more income potential. Inside, you’ll find a bright, open living space with updated plank tile flooring, abundant natural light, and a well-appointed kitchen complete with stainless steel appliances, generous cabinetry, and views of the expansive backyard. The flexible floor plan flows seamlessly to multiple outdoor access points, enhancing both everyday living and guest experience. Step outside and you’ll immediately see why this property performs so well as a short-term rental. The outdoor space is designed for relaxation and entertainment, featuring a screened-in pool, spacious lanai, multiple covered lounging areas, and a tranquil koi pond. The fully fenced yard creates a private retreat, while additional detached structures provide space for storage, workshops, or creative use—ideal for owners, guests, or business needs. Major Functional Items: Interior Remodel 2021, Main A/C - 2026, Mini-split A/C- 2025, Water Heater-2021, Roof-2003 Location is another major advantage. You’re just minutes from downtown Sarasota, shopping, dining, and the world-famous Gulf beaches. This central location makes it highly attractive for both full-time living and short-term rental guests. Additional highlights include a newer roof, high-and-dry positioning (not in a flood zone), ample parking, and full usability of the entire half-acre lot—something rarely available in this location. Whether you’re looking to expand your investment portfolio, run a home-based business, or secure a property that offers both lifestyle and income, 3200 Spainwood Drive delivers on all fronts. Schedule your private showing today and explore the full potential of this one-of-a-kind Sarasota property.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000252 Days on yellowkey MLS ID: A4659204
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Tax Year: 2024
Remarks: PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide peace of mind and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
3214 KEY AVE, SARASOTA, FL 34239
$1,160,00071 Days on yellowkey MLS ID: A4681848
REDUCED by $35,000 (2.9%) on 04/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2376 Built: 2024 Tax: $8,273 (2025)Community: South GateSpa: NoSingle Family
Taxes:$8,273
Elementary School: Wilkinson Elementary
Middle School: None
Remarks: Allegra Built located in the desirable Southgate neighborhood, this custom new build blends an organic modern design with lovely coastal touches. Created for both comfort and versatility, the 2,372 sq. ft. floor plan of open-concept living features 3 bedrooms plus a flexible bonus room, ideal as a home office, den, or creative space. The home includes 2 full bathrooms and an elegant powder room. The designer fixtures and finishes have been expertly done with a minimalist aesthetic that is both stylish and highly functional. Pops of color enhance the warm neutral interior, creating a timeless and sophisticated appeal throughout. A stunning gallery-style foyer welcomes you with classic wainscoting and a skylight that fills the entry with natural light. The impressive great room features a dramatic 12’ 8” ceiling accented by striking wood beams, creating a grand yet inviting gathering space. The kitchen is a true centerpiece, showcasing an all-white palette, standalone range hood, expansive quartz island, and a well-sized butler’s pantry featuring a wall of gorgeous cabinetry, a dishwasher, and convenient pass-through access to the kitchen. The adjoining dining area is surrounded by three large windows and offers direct access to the covered patio, creating a wonderful setting for indoor-outdoor entertaining and al fresco dining. The primary suite offers an enchanting retreat, complete with a double vanity flanked by illuminated niches, a large frameless glass shower with walls of exquisite tile, artistically wallpapered water closet, a mirrored wall above the vanity, and rich gold -colored fixtures. Massive 10-ft. tall French doors enhance the home’s light-filled atmosphere while opening to a covered lanai and private, tropically landscaped yard. Additional highlights include grid-less windows that enhance the seamless indoor-outdoor feel, thick luxury vinyl plank flooring throughout, a spacious two-car garage, and a tiled outdoor shower. The fabulous in-town location places you just moments from an array of arts and entertainment venues, along with abundant recreational, shopping, and dining opportunities. The home is also located within one of the area’s most sought-after school districts, known for its strong academic excellence. With its spectacular design elements and beautiful architectural details, this residence creates an atmosphere where you’ll want to simply relax, unwind, and savor the beautiful surroundings. It’s a place where you and your family can live the perfect Sarasota lifestyle along one of Florida’s most picturesque coastlines.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
3665 FESCUE LN, SARASOTA, FL 34232
$435,000116 Days on yellowkey MLS ID: A4676818
REDUCED by $4,000 (0.9%) on 04/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1950 Built: 2018Monthly Fee: $345 Tax: $5,219 (2024)Community: Enclave/Frst LakesTownhouse
Taxes:$5,219
Remarks: Spacious townhome in The Enclaves at Forest Lakes, 3 large bedrooms featuring walk-in closets, 2 full baths, a convenient half bath on the main level, and a large office/den—perfect for remote work or flexible living space. Come home to this gated, maintenance-free community offering resort-style amenities including a heated pool, pavilion, sidewalks, and a dog park. Just steps from the Legacy Trail, enjoy scenic biking, walking, and running from downtown Sarasota to Venice. The two-story layout includes a ground-floor master suite with sliding glass doors leading to an screened lanai, ideal for relaxing or entertaining. Cathedral ceilings enhance the open concept living and loft areas, while the modern kitchen features stainless steel appliances, granite countertops, and a walk-in pantry. Located minutes from Siesta Key, Longboat Key, Lido Beach, and St. Armand’s Circle, and close to downtown Sarasota’s vibrant arts, dining, and cultural scene, this home offers the perfect blend of comfort, convenience, and coastal lifestyle—ideal for full-time or seasonal residents.
Listing is courtesy of: LAKEWOOD RANCH HOMES LLC (941-926-0959)
Listing Agent: Cindy Von Saman (941-926-0959)
404 S POLK DR, SARASOTA, FL 34236
$1,700,0009 Days on yellowkey MLS ID: A4689616
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2260 Built: 1960 Tax: $16,784 (2025)Community: Lido Beach Div B ResubSingle Family
Taxes:$16,784
Remarks: Welcome home to 404 S Polk — A Phenomenal Coastal Retreat on Lido Key-- Timeless beach charm meets modern ease in a bright, airy home that’s been loved, enjoyed, and meticulously maintained by the same family for 65 years. Impeccably renovated and extended with both families and beachgoers in mind, this 4BR/3BA residence sits on a SPRAWLING CORNER LOT with a grassy front yard and a fenced-in backyard patio and dining area perfect for grilling your fresh catch. Effortless indoor/outdoor living flows from two primary suites (one on the main floor and one upstairs) to a bright and open VAULTED CEILING entryway, a welcoming family room, casual dining area, and a separate formal dining room. IMPACT WINDOWS & SLIDERS provide relief for out-of-state owners. Sleek, updated kitchen featuring granite countertops and stainless steel appliances, alongside updated baths and a NEWER ROOF for peace of mind. An ideal setting for every lifestyle — family living, long-weekend getaways, vacation memories, or endless RENTAL OPPORTUNITIES. Prime location just STEPS from the powdery quartz-sand beaches and turquoise waters of Lido Key. The 2nd-floor balcony is your front-row seat for cool Gulf breezes, beach views, and spectacular bright orange sunsets. Parking is a premium on the beach, but this home has plenty of space with a tandem 2-car garage, and space for 3 cars in the circular driveway! A 4-minute walk to Lido Beach Pavilion: public pool, on-beach dining (including lobster roll favorites), covered seating areas, and convenient beach equipment rentals. St. Armands Circle is about half a mile away, offering restaurants, boutique shopping, live music, and entertainment. Easy access to Sarasota’s Bayfront, theaters, opera, and museums via a short drive over the John Ringling bridge.
Listing Agent: Judy Kepecz-Hays (941-587-1700)
1659 DEVONSHIRE LN, SARASOTA, FL 34236
$2,595,000150 Days on yellowkey MLS ID: A4673505
REDUCED by $180,000 (6.5%) on 04/04/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2754 Built: 2024 Tax: $23,612 (2024)Community: Burns Realty Co SubSpa: NoSingle Family
Taxes:$23,612
Remarks: One or more photo(s) has been virtually staged. Welcome to 1659 Devonshire Lane in the heart of Downtown Sarasota's Laurel Park neighborhood. This beautifully designed 2,754 sq. ft. residence completed in 2024 offers four spacious bedrooms and three and a half bathrooms, blending elegance with functionality. The open-concept kitchen and living area are perfect for entertaining and showcase premium stainless steel Thermador appliances, including a gas range with hood and a built-in coffee/tea beverage center for added convenience, additionally a walk-in pantry adds ample storage and the large kitchen island accommodates up to seven, a separate ice maker and two wine coolers that can accommodate over 200 bottles. Step outside to your private oasis featuring a heated saltwater pool enhanced by four fountains, a waterfall feature and colorful lights that enhance the pool at night and a beautiful outdoor kitchen, all set within gracefully textured stucco walls, perfect for entertaining. Enjoy added conveniences such as a full-house Generac backup generator, reverse osmosis water filtration system under the kitchen sink with separate faucet for drinking, and a water softener/filtration system. Constructed entirely of block with cat 5 hurricane windows, stucco exterior and durable metal roof, this home boasts quartz countertops throughout, an irrigation system, and a two-car garage with epoxy flooring. The outdoor spaces are equally impressive, with a marble pool deck on a concrete base, a covered marble front porch, and two balconies—one front and one rear—featuring ceiling fans and porcelain tile flooring. Additional amenities include a half bath off the pool deck and outdoor shower for added convenience. The primary suite offers a luxurious ensuite bath and a large walk-in closet, creating a serene retreat within this exceptional property. The two upstairs guest bedrooms are separated by a Jack and Jill bathroom with dual sink vanity and a large walk-in shower with a separate handheld sprayer, bench seating and a window for natural light. The first floor bedroom can be used as office or den with an attached full bathroom with walk-in shower with separate handheld sprayer. All of this located in the heart of downtown Sarasota just 4 blocks to Main Street and 1 block to Historic Burns Court shops and restaurants. Just one block to Marie Selby Botanical Gardens and a short walk to Bayfront Park and Marina. A two mile drive takes you across the John Ringling Causeway bridge to Lido Beach and St Armands Circle and a short 15 minute drive south takes you to the world famous Siesta Key Beach. This highly sought after convenient location in downtown Sarasota won't last long so book your tour today!! Some photos have been virtually staged. All measurements are approximate and should not be relied upon as exact.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
888 S ORANGE AVE #3A, SARASOTA, FL 34236
$2,500,00042 Days on yellowkey MLS ID: A4686169
5 Days Off yellowkey (back on 4/10/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2355 Built: 2007 Tax: $21,787 (2025)Community: Hudson CrossingSpa: NoCondo
Taxes:$21,787
Remarks: Tucked along the shimmering waterfront in the heart of Sarasota, Hudson Crossing is an exclusive enclave of just twelve residences, offering an exceptional balance of privacy, sophistication, and walkable convenience. Perfectly positioned across from the beautifully revitalized Marie Selby Botanical Gardens, this coveted address places you moments from the bayfront, world-class dining, and a vibrant arts and cultural scene—while still preserving a tranquil, residential ambiance. This refined three-bedroom waterfront residence lives with the scale and comfort of a single-family home, paired with the effortless luxury of condominium living. Thoughtfully curated for both lifestyle and function, the home includes a private two-car garage, ground-level storage, and a deeded boat slip—an offering seldom found in such a premier downtown setting. Spanning over 2,500 square feet, the interiors are impeccably maintained and designed for immediate enjoyment. High ceilings and elegant tile flooring set the tone for the light-filled, open-concept layout, ideal for both relaxed living and sophisticated entertaining. At the heart of the home, a chef-inspired kitchen showcases custom cabinetry, premium stainless steel appliances including Wolf, Bosch, and Sub-Zero, a gas cooktop, walk-in pantry, and an expansive breakfast bar that seamlessly connects to the main living areas. Walls of impact-rated sliding glass doors frame the living and dining spaces, opening to a waterfront terrace that blurs the line between indoors and out. Here, tranquil water views and gentle coastal breezes create a serene backdrop for everyday living. The primary suite serves as a private sanctuary, complete with terrace access, two spacious walk-in closets with custom built-ins, and a luxurious ensuite bath beautifully appointed bath with quartz finishes and a large soaking tub. Two additional guest suites are thoughtfully positioned for privacy, each offering walk-in closets and flexibility for use as guest accommodations, a home office, or a refined library. In addition to the private 2-car garage with EV hookup, built-in cabinetry, and bike storage, this residence includes a large private storage cabana near the pool and dock, providing ample space for kayaks, fishing gear, and more – a rare feature that outdoor enthusiasts will love. For boating enthusiasts, the deeded dock with 20,000 lbs. boat lift provides direct access to Sarasota Bay, with effortless navigation to downtown landmarks such as the Ringling Bridge. Kayak down to Marina Jack or sail to Big Pass and New Pass in just minutes, with seamless passage to the Gulf and its renowned beaches. Hudson Crossing represents a rare opportunity to experience a low-density, waterfront lifestyle in one of downtown Sarasota’s most desirable locations—just moments from the Bayfront, theaters, galleries, boutiques, the weekly farmers market, and the area’s celebrated white-sand shores.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
5600 BEACH WAY DR #315, SARASOTA, FL 34242
$780,000324 Days on yellowkey MLS ID: A4655560
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1259 Built: 1970 Tax: $7,099 (2024)Community: Beachway AptsCondo
Taxes:$7,099
Remarks: Are you ready to create your lifestyle in the sun, steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located turn-key, furnished condo end unit is oh so unique on the top floor with views of the beautiful beach and Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! The rental income is excellent! This recently, completely remodeled from ceiling to floor, wall to wall, unit has 2 bedrooms, 2 bathrooms, hard flooring throughout, a sprawling island, quartz countertops, impact windows and sliders, AND has a spacious balcony, ready for you to relax and enjoy. This unit transfers with $50,000 in furnishings and furniture. This is a perfect place for you to have your dream of a beach life come to reality, with the potential of using it to generate income with monthly rentals. This amazing mid-rise condominium community offers a heated community pool, outside grills, a clubroom with a kitchen, plenty of guest parking and a laundry room on each floor. Recent improvements include newer roofs 2020, a newer elevator 2019, re-plumbed stacks 2018, refreshed landscaping 2020, and new vinyl fencing 2021. The quarterly fee includes access to the heated community pool, basic cable, water/sewer, pest control, weekend on-site maintenance person, and community insurance. Enjoy convenient access to Siesta Key Beach and to Siesta Key Village shops and restaurants with the free trolley service that stops right in front of the Beach Way community, or, walk, orrrrr take a bike cruise to many nearby shops and restaurants… You are not only buying a beach property, you are buying a lifestyle in the beautiful Southwest Florida Sun. This unit can be your own sanctuary escape and your retirement investment... Come see, come sigh and make this Siesta Key lifestyle in the Sun your own.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
1001 BENJAMIN FRANKLIN DR #201, SARASOTA, FL 34236
$700,000115 Days on yellowkey MLS ID: A4676690
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1293 Built: 1980 Tax: $8,455 (2025)Community: Lido TowersCondo
Taxes:$8,455
Remarks: Corner Unit 201 at Lido Towers is the kind of Lido Key opportunity that doesn’t come along often—easy, coastal living with flexible rental options when you want them. Located on the Northwest side of the building, this residence captures refreshing Gulf breezes and beautiful natural light, with windows on two sides that keep the space feeling open and bright all day long. The 2023 remodeled kitchen is a standout, featuring an enlarged opening to the dining room that instantly improves flow for entertaining and everyday living. The great room and eat-in kitchen connect seamlessly to a screened wrap-around balcony that adds approximately 215 sq. ft. of outdoor living space—maintained by the association, so your time is spent enjoying Lido, not working on it. And then there’s the lifestyle piece that matters most: private beach access directly across the street—a true owners-and-guests-only oasis where you can slip away for sunrise walks, afternoon reads under the Palm Trees, and those classic Sarasota sunset strolls without the public crowds. Lido Towers offers a heated pool, whirlpool, outdoor grills, north and south elevators, and a 5' x 6' storage locker on your floor for personal use. Both bedrooms have private bathroom access, and both baths feature newer cabinets and fixtures. Major updates add peace of mind with a new A/C (Dec. 2025), new roof, and recently updated elevators and entryways. The building is pet- and rental-friendly, and Unit 201 has strong rental history with approximately $14,000 in rental income and existing reservations already in place for 2026 February - March. Condo dues are $997 and include water—a real value on Lido Key. If you’ve been waiting for a smart way to own on the Key—enjoy it now, rent it when you want, and keep it simple—this is your moment to stake your claim and start living the Lido life.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Camille Buck (941-894-4771)
1731 CUNLIFF LN, SARASOTA, FL 34239
$2,795,00055 Days on yellowkey MLS ID: A4684577
REDUCED by $100,000 (3.5%) on 04/20/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3239 Built: 1948 Tax: $9,273 (2025)Community: Mcclellan ParkSpa: NoSingle Family
Taxes:$9,273
Middle School: Sarasota Middle
Remarks: Hidden behind lush, curated gardens on a rare .34-acre parcel in McClellan Park, this is more than a home—it’s a private in-town compound designed for those who value beauty, privacy, and a deeply connected lifestyle. A winding approach reveals a residence that unfolds with intention, where indoor and outdoor living exist in perfect harmony. At its heart, a 2024 architectural addition creates a breathtaking great room, where walls of glass disappear and the home opens entirely to a serene poolside setting—blurring the line between interior elegance and natural surroundings. The kitchen, dining, and living spaces flow effortlessly together, framed by garden views and natural light, creating an atmosphere that is both refined and grounding. This charming in-city home combines historic character with modern living. The property underwent a complete back-to-studs renovation, bringing it fully up to current Florida building codes with an official build date of 2013. You’ll enjoy the best of both worlds: a classic foundation refined by modern systems and standards. The main home spans 3,239 square feet with three bedrooms and three baths, fully customized with all the details valued by today’s buyers. Bonus rooms include an office/den, plus a sitting room in the primary suite. The striking 2024 addition, designed by Jimmy Thornton, features an open-concept great room, dining and kitchen with zero-corner, fully pocketing sliding glass doors, a dramatic architectural detail that opens the living space completely to the pool and outdoor areas. The kitchen is a true showpiece. It features high ceiling, super-organized European cabinetry with illuminated interiors, high-profile quartz and marble countertops, a glass window backsplash, and clerestory windows. Custom walnut open shelving add artistic flair. Appliance garages, interior drawers, workstation sink with two faucets, and oversize eat-in island add high-end functionality. The outdoors is incredibly lush and functional for an in-town location. Outdoor living rooms, fruit trees, trellises, native flowers, and an expansive food garden…plus a tree house for charm and fun. A heated saltwater pool anchors the backyard, while the detached guest house adds flexibility for recreation, home office, studio or guests. Energy independence is a standout advantage with a roof solar system, two-car solar carport, and backup batteries. It’s a home that powers itself confidently and efficiently. Location is a major benefit here, and one you’ll appreciate every day. From this quiet McClellan Park street, you can walk to Southside School (or the Pine View bus stop), reach Southside Village in 0.5 mile, and be at Sarasota Memorial Hospital in 1.0 mile. Everyday convenience continues just beyond the neighborhood with shopping centers, restaurants, Downtown Sarasota and Gulf beaches all within five miles. And for buyers who love being on the water, you can roll your kayaks to the bay. There’s a convenient put-in at the end of the street. McClellan park homes like this one are few and far between. Quiet street, large lot, guest house and a full renovation already done. If you want Sarasota West of Trail without compromise, this is your moment.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
2492 WATERVIEW CT, SARASOTA, FL 34231
$1,095,0006 Days on yellowkey MLS ID: A4691223
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2017 Built: 1955Monthly Fee: $38 Tax: $4,717 (2025)Community: Riverview ManorSpa: NoSingle Family
Taxes:$4,717
Remarks: Looking for a home with boating access in your backyard, yet still mainland and close to everything you need? Welcome to 2492 Waterview Ct in Sarasota! This home was substantially renovated in 2024 and offers 3 bedrooms, 2 bathrooms, 2 car garage, pool, and dock with 4,500 lb boat lift on Phillippi Creek. You'll have peace of mind with a 2023 roof, all impact windows and doors, and knowing this home had no water intrusion from any recent storms. Entering the home from the double front entry door, you'll be impressed with premium grade white oak engineered hardwood flooring throughout the home, high ceilings, new baseboards, trim, interior doors, and tons of natural light shining in. A spacious living room and dining room combination offers separation between your primary suite and spare bedrooms. The kitchen has quartz countertops, tons of cabinetry, a large pantry, and an eat in area perfect for a breakfast table or banquet. Enjoy subtle water views from your primary bedroom featuring a completely renovated ensuite bath with marble countertops, dual sinks, jet tub, frameless glass shower, water closet, and walk-in closet with custom built in shelving. On the other side of the home, you'll find a hallway with storage closet, a full bathroom with dual sinks and a shower/tub combination, along with two spare bedrooms - each housing dual closets with custom shelving. A laundry room with sink and cabinetry is located off the kitchen near the garage entry. Both areas of the main living space offer sliding glass doors leading out to a spacious patio and open-air pool that was completed in 2020. The fully fenced yard is perfect for pets, kids, and privacy. Walk through your backyard down to the creek and find a private boat dock with lift ready for you to enjoy countless days out on the beautiful waters surrounding Sarasota with just a quick boat ride to get to the main channel. You'll enjoy summer nights with the lively atmosphere and vibes of the Phillippi Creek boating community with your neighbors out and about on the water. The two-car garage has plenty of cabinetry for storage, along with a separate room plumbed for a full bath or whatever you want to make of it to suit your needs. Enjoy the privacy of this 1/3 acre lot knowing you'll never have a neighbor to the left side due to a large grassy retention pond area. Riverview Manor has very low HOA dues coming in at only $450 per year. You are minutes from the Landings shopping plaza and everything 41 has to offer, as well as less than 10 minutes to the North or South Bridge to Siesta Key, and less than 15 minutes to Downtown Sarasota. With water access, a boat lift and dock, renovated home, pool, and prime location, there is not much more you could be looking for! Schedule your showing today.
Listing Agent: Victoria Beckham (941-544-6734)
3576 SAN REMO TER, SARASOTA, FL 34239
$5,799,995356 Days on yellowkey MLS ID: A4652012
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6091 Built: 2009Monthly Fee: $13 Tax: $23,607 (2024)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$23,607
Remarks: One or more photo(s) has been virtually staged. 3576 San Remo Terrace – A Waterfront Masterpiece in Sarasota Discover the pinnacle of coastal luxury at this exquisite estate, nestled in the highly sought after San Remo Estates. Offering the best views over Roberts Bay, this 6,091-square-foot residence seamlessly blends timeless elegance, modern sophistication, and unparalleled waterfront access. With an unrivaled location & architectural grandeur it is positioned just over the North Bridge to Siesta Key, this estate delivers spectacular bay views without the flood risks or accessibility challenges often associated with barrier island living. Set on the preferred side of San Remo Terrace, the home enjoys mesmerizing sunset panoramas, deep-water access to the Gulf, and a private, tree-lined setting. A grand custom entryway welcomes you into a world of refined luxury, where turquoise water vistas and the gentle movement of passing boats create an immediate sense of tranquility. The circular paver driveway, lush tropical landscaping, and striking architectural design set the tone for an extraordinary living experience. Designed for entertaining and everyday indulgence. The expansive open floor plan is tailored for both grand gatherings and intimate moments. A grand salon, spacious family room, and a fireplace-accented dining space establish an inviting atmosphere for hosting. The chef’s kitchen is a culinary masterpiece, featuring dual islands with exotic stone countertops, a six-burner gas stove with griddle, double ovens, warming drawer, and an oversized refrigerator/freezer—crafted for culinary excellence. A wet bar and 625-bottle climate-controlled wine room provide the ultimate setting for connoisseurs and casual entertainers alike. With 4 bedrooms, 4.5 baths, an oversized office, and a versatile upstairs entertaining space, this home offers unmatched comfort and functionality. The primary suite on the main floor serves as a serene haven, complete with a luxurious en suite bath, while a private guest suite on the second floor ensures exclusivity for visitors. Step outside into a world of unparalleled alfresco luxury. A resort-style infinity-edge pool takes center stage, surrounded by an expansive paver deck with multiple seating and dining areas—perfect for sun-drenched afternoons or moonlit gatherings. Lush landscaping wraps this serene retreat, creating an oasis for relaxation or playful indulgence. For boating enthusiasts, this estate presents unmatched access to Sarasota’s famed waterways. Brand-new dock & 10,000-lb boat lift Kayak & paddleboard access Fortified seawall The Best of Sarasota Living! This home offers effortless proximity to downtown Sarasota, Siesta Key’s award-winning beaches, fine dining, top-tier schools, and world-class healthcare facilities. Don’t miss the rare opportunity to make this timeless, Tuscan, luxurious waterfront estate your own!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Deanalita Edelson (941-343-7677)
850 S TAMIAMI TRL #831, SARASOTA, FL 34236
$319,90035 Days on yellowkey MLS ID: A4687444
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1224 Built: 1998 Tax: $4,340 (2025)Community: Central Park Sec 2 Ph 1Condo
Taxes:$4,340
Remarks: Under contract-accepting backup offers. AS PROMISED! Townhome so close to downtown, but priced considerably less! This 2BR/2.5BA second floor "Fiji" model condo has newer laminate flooring throughout except for the staris and hallway, and is offered totally turnkey furnished with a couple of exceptions. Air Conditioner, Water Heater & Washer/Dryer stack unit replaced in 2023. 2 screened lanais (1 downstairs and 1 upstairs) and 2 separate master suites each with an ensuite bath. Great room downstairs, in-unit laundry and a powder room. kitchen with breatfast bar, plus a large closet under the stairs which could be used as a small office if needed. Each lanai has a small storage room too. Unit overlooks the tennis court (which is mainly used now for pickleball) and is just a short distance to the heated pool and spa, and clubhouse with small fitness center. Active friendly community with kayak launch available to residents. Property is currently leased until September 30, 2025, so could be ready for you to spend the next winter season here. Monthly fee includes cable, internet, water, sewer, trash removal, use of the community recreational facilities, professional management along with exterior maintenance and insurance. Right across the street is a Publix supermarket for your convenience. Close to Sarasota Memorial Hospital, Marie Selby Botanical Gardens, and just minutes away from St. Armand's Circle shopping and world-famous Siesta Key Public Beach. Sarasota'a active and cultural downtown is less than a mile away, offering fine dining and the best of the arts with the Sarasota Ballet, Van Wezel Performing Arts Center, the Sarasota Orchestra and much more live entertainment, along with a welcoming night life with something for everyone. Easy access to Sarasota International Airport. Perfect for year-round living, rental, or just for seasonal use. Pet friendly for owners.
Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)
Listing Agent: Sue Jordan, Pa (941-920-6878)
850 S TAMIAMI TRL #604, SARASOTA, FL 34236
$339,0002 Days on yellowkey MLS ID: A4691470
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998Monthly Fee: $625 Tax: $1,847 (2025)Community: Central Park Sec 2 Ph 1Spa: YesCondo
Taxes:$1,847
Remarks: Urban convenience meets relaxed Sarasota living in this light-filled 2-bedroom, 2-bath condo at Central Park II, just minutes from Downtown Sarasota, the Bayfront, and the beaches. Step inside to an inviting open-plan living and dining area that flows to a private screened lanai, creating an easy indoor-outdoor lifestyle perfect for morning coffee or evening wind-downs. The Nicely Updated Kitchen offers ample cabinet space and a functional layout. Each bedroom features an adjacent full bath, generous closet space, and natural light, making this nearly 1,000-square-foot condo feel comfortable and livable whether you use it seasonally or year-round. Central Park II is known for its lush, park-like setting with sidewalks that wind past mature trees, and plenty of green space to enjoy the outdoors without leaving home. Resort-style amenities include a heated pool and spa, tennis, a fitness room, clubhouse, and grilling and picnic areas, giving you multiple ways to relax, socialize, or stay active close to home. And Did I mention the DOCK WITH KAYAK LAUNCH?? Direct Access to Hudson Bayou making it easy for your friends to pick you up on their boat. There is On-Site Kayak Storage and Bike Storage for your convenience. The LAUNDRY is INSIDE the UNIT! The Condo Fee Includes everything except Electricity making Day-to-day living stays simple and low maintenance. The AC is from 2022 and is serviced regularly. The location is the star: you are less than a mile to Marina Jack and Bayfront Park, close to Selby Gardens, and just a short stroll or bike ride to downtown dining, shopping, theaters, and the Saturday farmers market. You can Hop right onto Legacy Trail down the street for a Bike Ride. A two-story Publix across the street makes grocery runs incredibly convenient, and you are only a short drive to world-famous Siesta Key Beach, St. Armands Circle, and area golf courses. Whether you are seeking a primary residence, a Sarasota getaway, or an investment opportunity, this move-in-ready condo that offers an unbeatable blend of lifestyle, location, and value in the heart of Sarasota. MAKE AN APPOINTMENT TODAY!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jeremy Egglefield (941-809-9200)
915 SEASIDE DR #412, SARASOTA, FL 34242
$1,999,00080 Days on yellowkey MLS ID: A4681675
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $16,278 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$16,278
Remarks: Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a proven, income-producing rental program. Located directly on world-famous Siesta Key Beach, consistently ranked among the top beaches in Florida, the U.S., and the world, this property benefits from strong year-round demand for high-end vacation rentals. Whether you’re looking for a beachfront vacation home, a short-term rental investment, or the ideal blend of both, this residence is positioned to deliver outstanding lifestyle value and long-term upside. The current owner has successfully utilized the rental program while still enjoying substantial personal use, making this an exceptional opportunity for buyers seeking a condo with documented rental history and the flexibility to reserve premium seasonal time for themselves. Inside, the condo features a bright, open layout with spacious living areas and finishes that appeal to both owners and guests. Enjoy partial Gulf of Mexico views and Siesta Key Beach scenery from the primary suite, living room, and private lanai—capturing the coastal lifestyle today’s vacation renters are looking for. Owners and guests enjoy access to desirable resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional onsite management. With unbeatable beach access, nearby attractions, and a consistent track record of rental demand, this is one of the most compelling income-producing condos on Siesta Key. Schedule your private showing today and discover the value of owning a luxury Siesta Key vacation rental property.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
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