Location: Sarasota
Do Not Show Listings
1444 RIDGEWOOD LN, SARASOTA, FL 34231
$3,500,000508 Days on yellowkey MLS ID: A4643594
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3471 Built: 1979 Tax: $7,480 (2024)Community: Aqualane EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,480
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Substantial bayfront property with sweeping views , this rare waterfront location offers an unparalleled opportunity for builders and investors alike. Boasting an impressive 255 feet of water frontage, this 4-bedroom, 3-bath home is perfectly positioned to capture breathtaking sunsets and panoramic bay views. Whether you choose to renovate the existing residence or create a custom luxury estate to capitalize on the views, the potential is limitless. With prime water access for boating enthusiasts and an unbeatable location near the award winning Siesta Key Beach, world class dining, shopping, and cultural attractions, this is a once-in-a-lifetime chance to own a true Sarasota oasis.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Barbara Dumbaugh (941-349-3444)
153 N ADAMS DR, SARASOTA, FL 34236
$1,197,000365 Days on yellowkey MLS ID: A4660166
2 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1500 Built: 1951 Tax: $20,497 (2024)Community: Saint Armands Div John RinglingSingle Family
Taxes:$20,497
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: One of the best prices in the St Armand's Circle area, this property is priced at lot value. Featuring a 10,858 sq ft (.25 acre) lot, that is one block to the popular shops and restaurants on the renowned Circle and an easy stroll to the beach. The existing 3 bedroom 2.5 bath home did have water intrusion but could be rehabbed. No HOA restrictions and easy access to downtown Sarasota. Highly desirable neighborhood for both homeowners and vacation rental purchasers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
5608 EASTWIND DR, SARASOTA, FL 34233
$810,000301 Days on yellowkey MLS ID: A4666767
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2637 Built: 2001Monthly Fee: $46 Tax: $4,230 (2024)Community: Three OaksSingle Family
Taxes:$4,230
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: This is it. All the top boxes are checked: 4 Bedrooms, Plus a Den, 3 Full Bathrooms, Beautiful Pool, 3 Car Garage. Not only that, the home is in beautiful condition, and it backs up to ….Wait? ….Nothing?....No house behind me?.... That’s right, I can look at greenery instead of another house! I think I want to see this one pretty soon. Three Oaks is an upscale community west of I-75 between exits 205 (Clark Rd.) and 207 (Bee Ridge Rd.). The home is about 5 minutes to shopping including Publix and many other businesses, Doctor’s Hospital, restaurants, strip malls, and parks. This is a great home for families that need space. The primary bedroom is split from the other 3 bedrooms, and there are 2 bathrooms near those 3 BRs. The kitchen/great room opens to the pool area. The kitchen has a walk in pantry for that active family. The great room has built in shelving and an electric fireplace. The home has both a formal dining room and an eating area with an aquarium window to the pool. There are many closets for storage, plus a unique electric storage lift for the garage and attic. The home is about 15 minutes to downtown Sarasota, the Intracoastal Waterway, the barrier islands, and to the UTC Mall with the brand new Mote Science Education Aquarium. This is a great home and a great opportunity for an active, growing family. Come and see it soon.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: B.J. Ratigan (941-932-6040)
2877 MICHIGAN ST, SARASOTA, FL 34237
$330,000205 Days on yellowkey MLS ID: A4676851
REDUCED by $10,000 (2.9%) on 06/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1336 Built: 1955 Tax: $2,949 (2025)Community: Patricia ManorSingle Family
Taxes:$2,949
Tax Year: 2025
Remarks: Unlock the potential of this Sarasota gem! Located close to downtown Sarasota, this home offers a fantastic canvas to bring your vision to life. All new plumbing and electric. With 3 bedrooms and 2bathrooms, the property provides ample space for your finishing touches. Conveniently located close to the Sarasota Legacy Trail for biking and walking enthusiasts and just minutes from vibrant downtown Sarasota, this home is perfectly positioned to enjoy everything the area has to offer, from world-class beaches to shopping and dining.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
6609 PALADIN CT, SARASOTA, FL 34241
$1,849,000180 Days on yellowkey MLS ID: A4679386
0 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2026Monthly Fee: $83Community: Paladin EstatesSpa: YesSingle Family
Taxes:$0
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Under Construction. Now introducing a signature modern farmhouse in Paladin Estates, Sarasota’s newest private enclave designed for boat, RV, and collector car enthusiasts who value space, privacy, and high-performance living. Positioned on a premier half-acre homesite within this newly developed community, this custom residence pairs timeless farmhouse architecture with advanced durability and energy efficiency. Built as a true performance home, it features a standing seam 5V crimp metal roof, impact and insulated windows and doors, and open-cell spray foam insulation for superior structural strength, storm protection, and year-round climate control. Wide-plank European Oak flooring, architectural millwork, and custom built-ins add warmth and character throughout, while every closet is appointed with premium wood shelving. The chef’s kitchen anchors the home, crafted in partnership with Amish artisans and equipped with professional-grade Thor appliances, a Rohl Allia fireclay sink, custom cabinetry, and designer finishes for elevated everyday living and effortless entertaining. A detached 45-foot-deep toy garage with a 14-foot door delivers exceptional flexibility, accommodating an impressive classic car collection while the main residence provides two additional attached garage spaces. Alternatively, the structure is equally suited to house a large boat or RV with remaining capacity for stacked vehicles, creating a rare multi-purpose compound for serious collectors and outdoor enthusiasts alike. Outdoors, travertine surrounds a saltwater pool and spa, creating a resort-style retreat ideal for year-round Florida living, with additional backyard space offering the opportunity to add a private pickleball court or expanded recreational amenities. Just minutes from downtown Sarasota, the Cultural Coast, fine dining, championship golf, marinas, and the quartz-sand beaches of Siesta Key, this home by Yoder Built Properties stands as a statement of craftsmanship, integrity, and enduring quality. This property qualifies for a 1% lender incentive when using the preferred lender; inquire for details. Your Sarasota legacy starts here.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Tory Uccello, Jr (941-504-8052)
3724 71ST TER E, SARASOTA, FL 34243
$499,00085 Days on yellowkey MLS ID: A4692476
1 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1610 Built: 1994Monthly Fee: $55 Tax: $3,091 (2025)Community: The Trails Ph ISpa: NoSingle Family
Taxes:$3,091
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Welcome to easy Florida living in the highly desirable community of The Trails, where low HOA fees and no CDD keep ownership simple and affordable. This move-in-ready pool home offers a bright, open floor plan with 3 bedrooms and 2 bathrooms, designed for both everyday comfort and effortless entertaining. From the moment you arrive, the manicured tropical landscaping and colorful flower beds create a warm and inviting first impression. Step through the double front doors into a spacious living area with soaring vaulted ceilings, updated lighting, and durable, easy-care concrete flooring throughout. The kitchen is both stylish and functional, featuring stainless steel appliances, quartz countertops, a tumbled marble tile backsplash, and a generous island perfect for casual dining or gathering with friends and family. The adjacent laundry room provides convenient access to the two-car garage, complete with a utility sink, storage cabinets, and a side yard entry. The living room is filled with natural light and opens seamlessly to your private outdoor retreat. Sliding glass doors lead to a beautifully updated pool area with epoxy-finished decking, a newly screened cage, and a tranquil waterfall feature. The fully fenced backyard offers both privacy and space, while the covered lanai with ceiling fan creates the perfect setting for relaxing or entertaining day or night. The primary suite serves as a peaceful retreat, featuring a stylish barn door entry, two walk-in closets, and a bright en-suite bathroom with a glass-enclosed shower and modern finishes. The split-bedroom layout provides added privacy, with two guest bedrooms tucked behind the kitchen and separated by an additional barn door. The guest bathroom includes a garden tub, updated lighting, and natural light from a window. Additional highlights include abundant storage throughout and a newer A/C system (2018). Residents of The Trails enjoy access to community amenities including a pool, pickle ball courts, tennis courts, and clubhouse, along with scenic lakes and walking paths throughout the neighborhood. Ideally located just minutes from UTC Mall, dining, and shopping, and a short distance to Palm Aire Golf Club, this home also offers easy access to the world-renowned beaches of Sarasota and Bradenton, along with the area’s vibrant cultural and culinary scene. This is the kind of home that makes everyday living feel like a getaway. Come experience it for yourself. All information provided by the seller is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Reeny Kaney (941-954-5454)
3331 OLD OAK DR, SARASOTA, FL 34239
$1,895,000211 Days on yellowkey MLS ID: A4675449
REDUCED by $55,000 (2.8%) on 06/01/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2483 Built: 1950 Tax: $18,715 (2025)Community: Shoreland Woods SubSpa: YesSingle Family
Taxes:$18,715
Remarks: A private, gated masterpiece where Old Florida romance meets modern coastal luxury. Tucked within the coveted West of the Trail enclave, this exquisitely reimagined estate delivers a rare blend of architectural heritage, refined craftsmanship, and elevated contemporary living. Beyond the stately motorized wrought-iron gate, a sweeping brick-paver drive meanders beneath towering live oaks, setting an unforgettable first impression of timeless elegance and privacy. Wrapped in a freshly painted pecky cypress façade and crowned by a newer standing-seam metal roof, the residence honors classic Florida design while embracing today’s luxury standards. Inside, a welcoming foyer unfolds into an airy, open-concept living space anchored by rich natural wood floors and impeccable finishes throughout. A dramatic dual-sided stone fireplace creates a striking focal point between the living and dining areas, while a sophisticated dry bar sets the stage for effortless entertaining. A private office—thoughtfully positioned away from the main living areas—offers flexibility as a refined workspace or guest retreat, complete with an adjacent half bath. At the heart of the home, the chef’s kitchen is nothing short of spectacular, featuring premium stainless steel appliances, a natural gas range, custom cabinetry, designer backsplash, and an oversized marble island that commands attention. A built-in coffee bar adds a touch of indulgence, while French doors invite the outdoors in. Step into a resort-inspired sanctuary where a heated saltwater pool and spa shimmer beneath a newly installed panoramic screen enclosure. Entertain with ease in the fully equipped summer kitchen, complete with stainless gas grill, vent hood, and prep station, or gather around the gas fire pit for evenings under the palms. A newly updated outdoor shower with hot and cold water enhances the spa-like ambiance, while the expansive, lushly landscaped yard offers exceptional privacy and room to relax, play, or unwind. The primary suite is a true retreat, featuring three generous closets, a cozy fireplace, and French doors opening directly to the lanai for seamless indoor-outdoor living. The spa-inspired en-suite bath showcases luxurious finishes, custom vanities, and a walk-in shower designed for pure relaxation. Additional highlights include a spacious laundry room, oversized two-car garage, and curated architectural lighting that bathes the estate in a warm, elegant glow at dusk. Perfectly located just minutes from the Siesta Key North Bridge and the boutiques and dining of Southside Village, this property offers the rare balance of serene seclusion and coastal convenience. Situated outside of a flood zone—with flood insurance optional—this estate represents both luxury and peace of mind.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
642 OHIO PL, SARASOTA, FL 34236
$815,00074 Days on yellowkey MLS ID: A4693770
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 850 Built: 1925 Tax: $10,496 (2025)Community: Osprey Ave SubSingle Family
Taxes:$10,496
Remarks: Welcome to the 'Grace and Effie Bills House,' a rare locally designated historic treasure in Sarasota’s highly sought-after Laurel Park Historic District. This 1925 Craftsman Style Bungalow is perfectly situated on a quiet street within walking distance of downtown amenities. Radiating a vibrant, tropical personality with its iconic colorful façade the home is a magical, inspiring retreat perfect for the history lover, artist, musician, or creative soul. A jasmine-covered archway sets the tone as you arrive at the charming front porch and step inside this light-filled 2BR/1BA “jewel box,” where vintage character meets thoughtful updates throughout. This home is a masterclass in the efficient use of space, blending a breezy 'Old Florida' feel with modern updates. Architectural details such as crown molding, baseboards, and built-in cabinetry add authenticity. The open-concept living and dining area features a classic white brick fireplace and flows seamlessly into a kitchen that has been opened up to maximize every inch, and updated with quartz countertops, stainless appliances, beautiful cabinetry, and a gas stove for the culinary enthusiast. The interior showcases a timeless palette including a beautifully updated bathroom featuring a glass shower and crisp white cabinetry. Extending the living space with an effortless indoor-outdoor lifestyle, the property boasts two spacious screened porches that extend the width of the residence, where you can enjoy the neighborhood breeze on your street-side front porch or host intimate alfresco meals on the private rear dining porch, which overlooks a hidden backyard sanctuary enveloped in lush tropical landscaping. The property also includes a rare, historically designated detached garage—ideal for additional storage or a creative studio conversion. The extra long driveway can accomodate up to five cars. Offered turnkey furnished, this is an ideal downtown pied-à-terre or income-producing rental opportunity (7-day minimum). Ideally situated in a highly sought-after, historic neighborhood located in the heart of downtown Sarasota, allowing residents to walk to Burns Court, Bayfront Park & Marina, Selby Gardens, and Downtown Main Street, this is a rare chance to own a piece of Sarasota’s history. Enjoy the peace of living in a quiet historic residential neighborhood while being just steps from a neighborhood kayak launch (next door), world-class dining, urban amenities, and the bayfront.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Doug Parks (941-400-9087)
3441 GULFMEAD DR, SARASOTA, FL 34242
$10,500,00063 Days on yellowkey MLS ID: A4693315
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 4769 Built: 2026 Tax: $16,553 (2025)Community: Gulfmead EstatesSingle Family
Taxes:$16,553
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on north Siesta Key. This in progress New Construction property by Pham Development is on an expansive 17,842 SF and 0.41 acre lot, with a 4,769 SF traditional-style home to be built. Enjoy two separate guests suites on top of the two 2-car garages, for a total of 4 garage spaces, both with elevator access to the above suites. The master bedroom will have water views, and the grand entry home hosts a total of 6 bedrooms, 6 baths, and 1 powder bath. This property's deep-water grand canal with no bridges is ideal for yachts and boats, with up to a 13-foot draft. A new dock and boat lift is set to be installed. Inside, expansive living spaces boast high-end finishes and top-of-the-line appliances, blending timeless elegance with modern comfort. Enjoy the water, and a large backyard perfect for entertaining, a private pool, and new lush landscaping—making this the ultimate waterfront estate for family.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
6619 35TH CT E, SARASOTA, FL 34243
$540,000394 Days on yellowkey MLS ID: A4655680
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2433 Built: 2017Monthly Fee: $248 Tax: $7,677 (2024)Community: Fiddlers CreekSingle Family
Taxes:$7,677
High School: Southeast High
Remarks: Short Sale. Welcome Home to Fiddlers Creek: Spacious 4 Bed, 2.5 Bath Oasis in Sarasota! Discover exceptional Florida living at 6619 35th Court East, a beautiful **4-bedroom, 2.5-bathroom home with a 2-car garage** nestled in the highly desirable Fiddlers Creek neighborhood. This property offers the perfect blend of comfort, style, and community, making it an ideal choice for families and those seeking a vibrant lifestyle. Built in 2017, this well-maintained single-family home boasts a generous 2,433 sq ft of total interior livable area, offering ample space for relaxation and entertaining. Step inside to find an open floorplan with high ceilings and ceramic tile flooring throughout the main living areas, creating a bright and inviting atmosphere. The well-appointed kitchen flows seamlessly into the great room, perfect for gatherings, while the first-floor primary bedroom with an en-suite bathroom provides a private retreat. Three additional bedrooms creates flexibility for family, guests, or a dedicated home office, complemented by the convenience of an inside laundry room and a spacious 2-car attached garage. Peace of mind is assured with hurricane shutters, and the fenced yard provides privacy and ample space for outdoor enjoyment. The home is equipped with central air and heat for year-round comfort, public water and sewer, and an irrigation system to water your landscape. Experience the Fiddlers Creek lifestyle! As a resident of Fiddlers Creek, you'll benefit from living in a coy, meticulously maintained community with sidewalks, and pristine landscaping. This prime Sarasota location offers unparalleled convenience, being just minutes from the upscale UTC Mall, a hub for shopping, dining, and entertainment. Outdoor enthusiasts will appreciate the proximity to Nathan Benderson Park, a world-class rowing facility and recreational area. Travel is a breeze with Sarasota-Bradenton International Airport (SRQ) just a short drive away, and the renowned world-famous beaches of Siesta Key and Lido Key are easily accessible for a day of sun and sand. Don't miss the opportunity to make this fantastic Sarasota home your own, combining modern comforts with the convenience of a sought-after location and excellent community features.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Benjamin Litke, Pa (941-993-5125)
5207 SAND LAKE CT, SARASOTA, FL 34238
$2,450,00088 Days on yellowkey MLS ID: A4690912
3 Days Off yellowkey (back on 5/31/2026)
REDUCED by $245,000 (9.1%) on 05/25/2026
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5653 Built: 2005Monthly Fee: $310 Tax: $13,619 (2025)Community: Silver OakSpa: YesSingle Family
Taxes:$13,619
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Set on a quiet cul-de-sac, this custom estate blends timeless design, modern systems & serene natural surroundings. Thoughtfully positioned to capture sweeping views of the protected 15-acre preserve, the home reflects refined Florida living where light, landscape and architecture work in harmony. A stately façade, 2023 concrete tile roof & lush landscaping introduce a residence built with enduring quality. Inside, exemplary craftmanship is evident throughout with attention to details that create a warm, inviting backdrop for everyday living & elegant entertaining. With 5,653 sq. ft. of interior space, the floor plan flows seamlessly, connecting indoor and outdoor environments. The main floor centers around a chef’s kitchen designed for gourmet preparation & effortless hosting. High-end, double appliances support large gatherings with ease. A generous prep island & custom millwork elevate both function and artistry. The adjacent morning room features aquarium-glass windows faming panoramic views, complimented by an entertainment wet bar. Also on the main level is a tranquil primary wing with a spa-like ensuite, a private guest ensuite and 2 dedicated offices ideal for work, creativity or quiet retreat. The expansive lanai offers 559 sq. ft. of covered outdoor living designed for year-round enjoyment. An outdoor kitchen, fireplace, custom pool/spa & generous seating areas extend the home’s interior comfort outdoors. A suite of premium mechanical upgrades enhances peace of mind, including a Rinnai instant hot water heater, Honeywell smart thermostats, integrated security systems, a PVE 2-person elevator, PGT ThermaTru impact-resistant windows, Lennox HVAC systems, whole-house in-wall vacuum, & a Guardian Elite 20kW standby generator. The 4-car garage features upgraded insulation for doors & ceiling & a Daikin split A/C – ideal for collectors, hobbyists, or climate-controlled storage. Located in the X-flood Zone & professionally pre-inspected with repairs completed, this home offers confidence & ease. More than a residence, it is a private retreat where architectural quality meets natural beauty & luxury is expressed through comfort, design & enduring value. The Silver Oak community is located on 115 acres of natural preserves & lakes. Conveniently located in Palmer Ranch, there is easy access to the Nationally Ranked Pine View School, famous Sarasota Beaches, Legacy Trail, outstanding Golf Courses, Downtown Sarasota & Venice.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Jennifer Putnam (941-539-6768)
831 40TH ST, SARASOTA, FL 34234
$549,00070 Days on yellowkey MLS ID: TB8510150
REDUCED by $26,000 (4.5%) on 05/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1286 Built: 1960 Tax: $4,880 (2025)Community: Indian Beach HighlandsSpa: NoSingle Family
Taxes:$4,880
Remarks: This charming 2-bedroom, 2-bathroom POOL home is situated in Flood Zone X, meaning flood insurance is not mandatory. It boasts a lovely fenced backyard and is conveniently located near all essential amenities. Recent updates include Hot water heater and dishwasher (2023), New weather head (2023), New turf and firepit with paver patio (2024), New A/C 2025. The home is just a short distance from a kayak launch into Sarasota Bay and directly down 40th Street to the Charles Hegener Memorial Nature Walk. It’s also close to attractions such as Jungle Gardens, the Asolo Theater, Sarasota International Airport, the Ringling Museum of Art, New College, USF, and Downtown Sarasota. Plus, the home did NOT flood during last year’s hurricanes. There are NO deed restrictions. The IBISSA Homeowners Association is voluntary, with an optional annual fee of $50. Great location for Airbnb BRAND NEW POOL PUMP MAY 2026
Listing is courtesy of: REGISTER REAL ESTATE SERVICE (813-382-7228)
Listing Agent: Vikki Wall (813-927-1181)
1611 HYDE PARK ST, SARASOTA, FL 34239
$3,750,000155 Days on yellowkey MLS ID: A4683619
REDUCED by $449,000 (10.7%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2545 Built: 1920 Tax: $6,507 (2025)Community: NoneSpa: YesSingle Family
Taxes:$6,507
Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations. Can be sold furnished.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,000188 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$22,275
High School: Riverview High
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Bridget Spiess (941-720-6304)
156 SIESTA DR, SARASOTA, FL 34242
$1,649,000349 Days on yellowkey MLS ID: A4661717
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2901 Built: 1977 Tax: $19,016 (2024)Community: Siesta Rev ResubSingle Family
Taxes:$19,016
Remarks: Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal. Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain. The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
9085 LUNA LN, SARASOTA, FL 34241
$940,00082 Days on yellowkey MLS ID: A4691879
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3334 Built: 2021Monthly Fee: $251 Tax: $9,809 (2025)Community: Cassia At Skye RanchSpa: NoSingle Family
Taxes:$9,809
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Magazine-Worthy Luxury Meets Resort Living in Skye Ranch! This sought after Barbados Model offers an impressive 4,347 total area sq ft, showcasing refined finishes, extensive upgrades, and exceptional attention to detail throughout. At the heart of the home, the entertaining chef's kitchen is a true showpiece, appointed with an expanded generous quartz-topped island with touchless faucet, insta hot and insta cold filtered water, double pantry and a spacious dining area with bay windows overlooking the beautiful outdoor landscape. The open main level also offers 2 dedicated living rooms, providing flexibility for work, relaxation, or recreation. A homeowner's everyday living delight with a dedicated drop zone off the garage and front entrance, designed for a central area of organization. The main living areas are enhanced by soaring ceilings, 8 foot interior doors and expansive open spaces designed for both everyday comfort and effortless entertaining. Upstairs is ideal for guests or multigenerational living. Meticulously maintained and beautifully appointed, this 4 bedroom residence features 3 full bathrooms and 1 half bath. The spacious primary suite serves as a private retreat, offering direct access to a private screened balcony, along with two custom walk-in closets and a spa-inspired bathroom. The second level also includes one other private ensuite bedroom and bathroom and additionally two bedrooms linked with a shared bathroom. Lastly a spacious bonus room with almost 250 square feet of versatile space allows it to be tailored to your lifestyle with effortless flow. Outdoor living is truly resort-inspired. The screened in lanai is a graciously sized area overlooking the beautifully landscaped yard. Additional highlights include a large laundry room and 3 car air conditioned garage offering ample storage or a car enthusiast dream. Halo REMI air purification system on dual-zone air conditioning units. Both the interior and exterior have been newly painted, enhancing the home’s fresh move-in-ready appeal. The home is ideally situated on a wide, well-planned street with generous shoulder space, offering convenient parking for residents and guests. Perfectly positioned alongside a scenic nature trail, the home provides direct access to the community’s main entertainment and amenity areas, seamlessly blending tranquility with an active lifestyle. Indulge in luxury living at its finest within the Cassia at Skye Ranch community. Residents enjoy privileged access to The HUB, an extraordinary 25,000+ square-foot amenity center designed to rival a private resort. This features a state-of-the-art fitness center, movement studios, game room, indoor basketball and pickleball courts, rock-climbing wall and a stylish café creating an elevated daily experience just moments from home. Outdoors, a collection of resort-style pools, a junior Olympic lap pool, splash zone, and beautiful gathering spaces invite relaxation and recreation year-round. The community further offers scenic nature trails, playgrounds, outdoor sports courts and a calendar of social events, fostering a true sense of connection and belonging. Skye Ranch provides quick access to I-75, along w/ Sarasota’s premier Beaches, Myakka Park, shopping, dining and cultural destinations. Located in one of the best school districts in the state and direct access to the new K-8 Skye Ranch School. LOW CDD. Don’t miss the opportunity to experience this exceptional lifestyle.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Chelsie Mocoroa Gobel (425-343-2437)
10863 ECLIPSE ST, SARASOTA, FL 34241
$849,434102 Days on yellowkey MLS ID: A4690449
1 Days Off yellowkey (back on 5/30/2026)
INCREASED by $25,000 (3.0%) on 05/01/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3505 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Remarks: Under Construction. What's Special: Conservation View | Dedicated Study | Game Room | No Rear Neighbors. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Tybee at 10863 Eclipse Street in Cassia at Skye Ranch! The first floor welcomes you with a dedicated study and a versatile flex room, leading into an open concept great room, dining area, and kitchen with a center island that opens to a covered lanai, making it easy to enjoy indoor and outdoor gatherings. Tucked privately at the back of the home, the primary suite features an attached bath with a dual sink vanity, soaking tub, separate shower, and an oversized walk-in closet, while a conveniently located laundry room sits just off the garage entry to simplify daily routines. Upstairs, four secondary bedrooms share two full baths and gather around a spacious game room that adds even more room to relax or play. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: gourmet kitchen, tray ceiling package, impact window throughout the home, a soaking tub with a separate shower in the primary bathroom, outdoor kitchen rough-in, and a shower in bathroom 2 upstairs. MLS#A4690449
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
1418 JOHN RINGLING PKWY, SARASOTA, FL 34236
$7,900,000213 Days on yellowkey MLS ID: A4675500
1 Days Off yellowkey (back on 5/21/2026)
REDUCED by $600,000 (7.1%) on 05/17/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5582 Built: 2004Monthly Fee: $42 Tax: $57,926 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$57,926
High School: Booker High
Remarks: Discover refined living and tranquility in this stunning home set within the esteemed Lido Shores neighborhood. Step inside through striking Sapele entry doors into a thoughtfully remodeled residence by award-winning Mindy Webb Design. The instant you enter, you're greeted by a breathtaking wall of windows that highlights the infinity pool, sweeping views of Sarasota Bay, the city skyline, and the impressive John Ringling Bridge. Inside, a contemporary color palette and premium finishes elevate every room. The spacious five-bedroom estate reveals meticulous craftsmanship throughout, with Italian flooring, a gourmet chef’s kitchen, butler’s pantry, billiard room, two wet bars, a climate-controlled wine cellar holding up to 648 bottles, intricate crown molding, tray ceilings, an office/den with embossed copper ceiling, and a two-stop elevator. The master suite, on the main floor, includes dual, custom walk-in closets and a spa-like bathroom. An extraordinary collection of chandeliers throughout the home adds a touch of elegance. Three of the additional en-suite bedrooms provide comfort for guests or family, the show-stopping wine cellar , with new cooler, will delight any enthusiast. Start your mornings peacefully, taking in the kaleidoscope of hues as the sun rises over the bay, watch dolphins and manatees glide by. Relax at night beside a fire on the upper balcony, enjoying views of the glowing Ringling Bridge and Sarasota skyline. Outdoor features include a summer kitchen, two separate dining spaces, a 16,000 lb. boat lift capable of accommodating deep-hulled vessels, two Jet Ski lifts, a dedicated kayak/paddle boat platform measuring 9 feet by 14 feet with an integrated rack, as well as an additional dock platform sized at 16 feet by 9 feet. Sustainable updates abound, like 51 new solar panels paired with three Tesla storage batteries. Additional features: four-zone Trane air system, fenced yard, brand-new metal roof (2025). The professionally landscaped grounds feature native Florida foliage, palm trees, and ambient lighting for evening gatherings. Furniture available via separate contract. End your day with a stroll along your community-private beach. Lido Shores Association membership is voluntary ($500/year) for access to a private gated beach, pavilion, Bocci Ball Court, and many community events. This home has been expertly renovated and meticulously maintained—simply bring your suitcase and move right in! Located minutes from boutique shopping, fine dining, cultural venues, and St. Armands Circle, residents also enjoy proximity to world-class golf courses and recreational parks. The residence promises both privacy and community, offering a tranquil retreat while being close to Sarasota's vibrant coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
600 MOURNING DOVE DR, SARASOTA, FL 34236
$11,900,00060 Days on yellowkey MLS ID: A4694192
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5767 Built: 2026Monthly Fee: $89 Tax: $47,243 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$47,243
Remarks: Under Construction. Positioned on one of Bird Key’s most expansive waterfront parcels featuring 200 foot of water-frontage, this extraordinary new construction estate captures sweeping Sarasota Bay views and represents a rare blend of architectural sophistication, enduring strength, and refined coastal luxury. Masterfully designed by renowned architect DSDG Architects and built by Dynan Construction, Sarasota’s premier waterfront builder, the residence has been thoughtfully engineered to the Fortified Gold standard, offering exceptional resilience and peace of mind for luxury waterfront living. A striking modern façade introduces interiors defined by dramatic floor-to-ceiling glass, allowing natural light and panoramic water views to pour throughout the home while seamlessly blending indoor and outdoor living. Warm, curated interior finishes create an inviting yet sophisticated ambiance, balancing contemporary architecture with timeless livability. Designed for both grand-scale entertaining and effortless daily living, the residence features four luxurious bedroom suites, a private office, a gym/wellness center with sauna, elevator access to all levels, an expansive rooftop deck designed to capture breathtaking sunsets over Sarasota Bay, and a spacious three-car garage. The outdoor living experience is equally compelling, with resort-inspired entertaining spaces thoughtfully designed to embrace the coveted waterfront lifestyle. The masterfully designed infinity-edge pool serves as the centerpiece of the outdoor living experience, offering a striking visual connection to the surrounding waterfront setting. Set within one of Sarasota’s most prestigious waterfront communities, this exceptional offering presents a rare opportunity to own a statement residence between downtown Sarasota and St. Armands Circle, offering an unmatched lifestyle surrounded by fine dining, boutique shopping, cultural attractions, boating amenities, and breathtaking Gulf beaches.
Listing is courtesy of: COASTAL RESERVE (941-586-7736)
Listing Agent: Cassandra Miller (941-586-7736)
12016 LEGACY ESTATES BLVD, SARASOTA, FL 34238
$1,795,000208 Days on yellowkey MLS ID: A4676570
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3639 Built: 2017Monthly Fee: $560 Tax: $8,084 (2025)Community: Legacy Estates At Esplanade On Palmer RanchSpa: NoSingle Family
Taxes:$8,084
Remarks: Under contract-accepting backup offers. Welcome to 12016 Legacy Estates Blvd, a meticulously maintained 3-bedroom, 3.5-bath home offering 3,639 sq. ft. of living space in a sought-after resort-style community. This spacious residence features beautiful porcelain tile floors, abundant natural light, and an open layout designed for both comfortable living and entertaining. The home provides plenty of space for family and guests and includes an oversized bonus room that can be easily converted into a fourth bedroom or media room. Pride of ownership is evident throughout. Step outside to your private outdoor retreat featuring an oversized lanai, outdoor kitchen, and a serene pool overlooking a peaceful pond, perfect for relaxing or hosting gatherings while enjoying Florida’s indoor-outdoor lifestyle. Residents enjoy access to an impressive resort-style clubhouse offering a fitness center, spa, game room, and large common areas ideal for social events. The community pool is complemented by the popular Bahama Bar, serving great food and drinks in a relaxed setting. For outdoor enthusiasts, the community offers two convenient access points to the famous Legacy Trail, perfect for running, walking, or biking. This exceptional property combines luxury, space, and outstanding amenities in an unbeatable location.
Listing Agent: Austin Hager (941-254-3199)
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