Location: Sarasota
Do Not Show Listings
2705 SUNNYSIDE ST, SARASOTA, FL 34239
$599,00028 Days on yellowkey MLS ID: A4695026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1671 Built: 1958 Tax: $5,729 (2025)Community: South GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,729
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This beautifully renovated mid-century modern home in the highly sought-after SOUTH GATE neighborhood is the perfect blend of vintage charm and modern luxury. Completely updated from top to bottom, this stunning 3-bedroom, 2-bath residence features brand new flooring throughout, fully remodeled bathrooms, fresh interior and exterior paint, a beautifully redesigned kitchen with all new appliances, and professionally updated landscaping that enhances the home’s curb appeal. Major system upgrades include a metal roof with aluminum super gutters, updated A/C unit, replumbed PVC plumbing, and modernized electrical systems, offering peace of mind for years to come. The flexible floor plan provides the option to easily convert the home into a 4-bedroom layout if desired. Conveniently located with easy access to downtown Sarasota, Siesta Key Beach, Arlington Park, shopping, dining, and entertainment, this home offers the ultimate Florida lifestyle. Whether you’re enjoying a sunset stroll, relaxing at one of the world’s most beautiful beaches, or dining nearby, this location truly has it all. This is the kind of investment and lifestyle opportunity that doesn’t come around often — move-in ready, beautifully updated, and perfectly located. Don’t miss your chance to own a piece of Sarasota paradise!
Listing is courtesy of: MACHADO PROPERTY PROS (941-587-7488)
Listing Agent: Jen Hendrickson (941-726-9985)
1624 STICKNEY POINT RD #101, SARASOTA, FL 34231
$450,00028 Days on yellowkey MLS ID: TB8511188
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1021 Built: 1975Monthly Fee: $992 Tax: $3,669 (2025)Community: Castel Del MareSpa: NoCondo
Taxes:$3,669
Remarks: Fully Remodeled Coastal Retreat – Move-In Ready & Just Steps from the Water! You must see this completely renovated, first-floor condo in beautiful Sarasota—offering effortless coastal living with a partial view of Little Sarasota Bay and just a short walk to the beach! This fully furnished, turn-key unit was completely gutted and redesigned in 2025, featuring high-end finishes and modern upgrades throughout. From the moment you walk in, you’ll notice the attention to detail as everything is brand new! Interior Highlights: Luxury LVP flooring throughout Brand new kitchen cabinets & stone countertops Brand new appliances Stylish modern light fixtures Spacious master bedroom with walk-in closet and door to screened in porch Master bath with stand-up shower & glass surround New vanities and toilets in both bathrooms New water heater Beautiful screened-in patio with new tile flooring Brand new hurricane proof sliding glass door to patio and windows throughout the unit Step outside your door and enjoy the convenience of ground-floor living in building 3, with tennis and pickle-ball courts just steps away. Community Amenities Include: 2 swimming pools Tennis & pickle-ball courts Shuffleboard court Fishing pier/gazebo on the Intracoastal waterway Sidewalks throughout community Clubhouse On-site property management Community laundry facilities Located directly on the Intracoastal Waterway and only a few blocks from the beach, this condo offers the perfect blend of relaxation, recreation, and convenience. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this one checks all the boxes. Don’t miss your chance to own a brand-new coastal condo in one of Sarasota’s most desirable locations!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
3410 SPANISH OAK TER, SARASOTA, FL 34237
$155,000652 Days on yellowkey MLS ID: A4622186
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1973Monthly Fee: $210 Tax: $1,696 (2023)Community: Oakwood ManorMobile Home
Taxes:$1,696
Tax Year: 2023
Remarks: Welcome to this beautifully maintained two bedroom, two bath sanctuary—perfect for your second home or retirement dreams. Begin your mornings on the spacious enclosed front lanai, savoring your coffee and the serene surroundings. This charming home features an open floor plan with a bright and airy living room, ideal for entertaining guests or unwinding after a day of activities. The modern kitchen boasts ample counter space and a cozy breakfast nook, making meal prep a delight. The master bedroom offers a peaceful retreat with an en-suite bathroom and a walk-in closet, while the second bedroom is perfect for guests or a home office. You’ll appreciate the convenience of plenty of parking under the carport and a full-size laundry in the shed at the back of the carport. Nestled in the vibrant, gated 90-acre Oakwood Manor community—the only land-owned manufactured home community in the City of Sarasota—this home is a treasure trove of amenities designed to enrich your lifestyle. For a reasonable monthly fee of $210, enjoy a large clubhouse with a commercial kitchen, event stage, fitness room, cozy library, and more. Unwind in the heated pool with a handicap ramp, relax in the spacious hot tub, or partake in outdoor activities like bocce ball, ping pong, and picnicking under beautiful oak trees. This age-restricted social haven is conveniently located next to the scenic Legacy Trail and city pickleball courts. Just a short trip from downtown Sarasota, stylish St. Armands Circle, and the world-renowned Siesta Key Beach, this community offers the ultimate in Florida living. Live where others vacation and make every day a delightful adventure! Please note, no pets or motorcycles are allowed. Come embrace the fun, active lifestyle you’ve always dreamed of!
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Toni Westerfield (941-809-7100)
8438 WEBBER RD, SARASOTA, FL 34240
$1,275,00066 Days on yellowkey MLS ID: A4688777
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $20,000 (1.5%) on 05/13/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4573 Built: 2010Monthly Fee: $133 Tax: $7,765 (2025)Community: Regent LakeSpa: YesSingle Family
Taxes:$7,765
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Back on the market - Buyer was unable to secure financing. Room to truly live, relax, and entertain on over an acre in the intimate 13 home community of Regent Lake. This impressive residence offers five spacious bedrooms, four with private en-suite baths, plus a half bath on the main floor. The thoughtfully designed layout also includes a large upstairs bonus room, perfect as a media room, game room, or private retreat for guests. At the center of the home is a generous open-concept living space where the kitchen, breakfast nook, and family room flow seamlessly together. 10’ ceilings on the main level, 9’ ceilings upstairs, and eight-foot doors throughout add to the home’s spacious feel. Designed with both everyday living and entertaining in mind, the kitchen features an oversized center island, separate breakfast bar, stainless steel appliances, granite countertops, dual built-in convection oven and microwave and a cooktop with a custom wood vent hood. Rich 42-inch wood cabinetry with crown molding, decorative backsplash, and solid wood dovetail drawers with soft-close construction has timeless style. The primary suite is a private retreat featuring dual walk-in closets, a garden tub, walk-in tiled shower, double vanities, and upgraded fixtures throughout. Step outside to more than 1,500 square feet of screened outdoor living space designed for year-round enjoyment. The expansive lanai features a heated spa, saltwater pool, and a fully equipped outdoor kitchen, making it ideal for hosting guests or unwinding at the end of the day. Western rear exposure provides stunning sunset views, while the front of the home enjoys soft morning light. From the lanai and main living areas, take in peaceful views of the 25-acre spring-fed lake, stocked with bass and ideal for canoeing, kayaking, or electric boating. Privately tucked away yet conveniently located near I-75, Gulf beaches, restaurants, and shopping, this home offers the perfect balance of peaceful country-style living and everyday convenience.
Listing Agent: Sherry Johnson (941-730-0897)
4429 OAKLEY GREENE #6, SARASOTA, FL 34235
$349,00035 Days on yellowkey MLS ID: A4694535
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1868 Built: 1986 Tax: $2,604 (2025)Community: Oakley Greene - The Highlands - The MeadowsVilla
Taxes:$2,604
Remarks: Serene, easy-living villa with lush views in the prestigious Highlands section of The Meadows, one of Sarasota’s desirable neighborhoods just 15 minutes from downtown. A canopied street, a paver driveway and a charming courtyard welcome you home. Inside, you will love the comfortable floor plan with natural light, oak flooring and tray ceilings in the living areas with walls of sliders showcasing a tropical setting; truly serene. The kitchen features Kona Beige quartz countertops, white appliances and a convenient grilling patio. The spacious primary en suite features dual counter-height vanities, a walk-in shower and an ample closet. All within 100 feet of the heated community pool, near the nature trails and a short ride to all the fun The Meadows has to offer. The Meadows is a sought-after 1,600-acre park-like community just 15 minutes from downtown. Residents enjoy 14 miles of scenic trails and access to a fitness center, a junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center and University Town Center’s shopping, dining and entertainment. A fabulous Florida lifestyle awaits! The residence features a 2020 16 SEER air-conditioning system, a 2015 hurricane garage door, a 2004 tile roof, which is the condominium’s responsibility, fully funded reserves, and is above the floodplain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
8456 MIDNIGHT PASS RD, SARASOTA, FL 34242
$1,900,00072 Days on yellowkey MLS ID: TB8497342
REDUCED by $300,000 (13.6%) on 05/30/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 966 Built: 1962 Tax: $7,269 (2025)Community: Heron Lagoon Lodge SubSingle Family
Taxes:$7,269
Elementary School: Southside Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
10863 ECLIPSE ST, SARASOTA, FL 34241
$849,43470 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
Taxes:$0
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)
2747 JEFFERSON CIR, SARASOTA, FL 34239
$850,00049 Days on yellowkey MLS ID: A4692671
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1961 Tax: $2,392 (2025)Community: South GateSingle Family
Taxes:$2,392
High School: Sarasota High
Remarks: Nestled in the highly desirable Southgate neighborhood, this charming 2 bedroom/2 bath, midcentury built home, welcomes you with gorgeous terrazzo floors and warm, custom cherry wood built-ins and cabinetry. 2747 Jefferson Circle offers the perfect blend of comfort, versatility, and a prime location. You will also enjoy a bonus/flex room that currently serves as an office but could easily be a studio, home gym, or third bedroom. The 2 car attached garage is air-conditioned space, providing additional climate controlled storage. Step outside, and you'll find not one, but TWO screened lanais—one leading to a serene backyard and BBQ area and the other feels like a dreamy, sunny greenhouse. Step into the spacious backyard and you will find a 400 square foot detached, air-conditioned garage currently used as a workshop and office. Dreaming of an accessory dwelling unit (ADU) or mother in-law suite? This detached workshop, with its own separate, gated driveway and entrance, is ready for your transformation. This home can adapt effortlessly to all your needs. Inside the home, recent updates will provide you with peace of mind. Impact windows were installed in 2019. No cast iron here! Plumbing and supply lines were replaced in 2016, and a new AC was installed in 2023. It doesn’t get much better than living in the heart of Sarasota. Relish in being just 2.5 miles from the powder-soft sands of Siesta Key Beach and live just minutes from the vibrance of Downtown Sarasota. You can delight in world-class beaches, world class dining, shopping, and cultural experiences all within minutes. Plus, a Sarasota locals favorite, Arlington Park, is merely a 4 minute bike ride OR 4 minute drive and less than 15 minute walk away, offering access to a public pool, tennis courts, racquetball, and shady walking trails. This is more than just a home; it’s your ticket to the ultimate Sarasota lifestyle.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Worth Fiers Iii (941-812-3380)
7294 CLOISTER DR #9, SARASOTA, FL 34231
$189,50056 Days on yellowkey MLS ID: A4691156
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 941 Built: 1987 Tax: $2,077 (2025)Community: Carrington PlaceCondo
Taxes:$2,077
Elementary School: Gulf Gate Elementary
Remarks: Welcome home to this first floor, stylishly updated 2-bedroom, 2-bathroom condo showcasing contemporary elegance throughout! This well-maintained and functional floor plan offers a comfortable living space with a cozy dining area, all highlighted by sleek tile flooring that flows seamlessly from room to room. The modernized kitchen is truly a standout, perfect for any home chef, with updated finishes and thoughtful design. Both bathrooms have been tastefully renovated with chic features and finishes, adding to the home’s overall appeal. With its open layout and abundance of natural light, this condo feels bright, inviting, and move-in ready! Enjoy the serenity of your private screened-in back patio....an ideal spot for morning coffee or unwinding in the evening. Carrington Place is a quaint, well-kept community featuring a lovely pool for residents to enjoy. Centrally located, you’re just minutes from the world renowned Siesta Key Beach, as well as a wide variety of shopping and dining options. For those with an active lifestyle, you’re also close to Legacy Trail! Perfect for biking, running, or walking. Schedule your showing today and come see all this beautiful condo has!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Capek (941-497-6060)
1709 N TAMIAMI TRL #522, SARASOTA, FL 34234
$520,00087 Days on yellowkey MLS ID: A4688048
REDUCED by $10,000 (1.9%) on 05/27/2026
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,479 (2025)Community: The Strand Of SarasotaSpa: YesCondo
Taxes:$6,479
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Discover an exceptional waterfront penthouse at The Strand offering unobstructed, pristine views from Whitaker Bayou to Sarasota Bay right from your generously sized balcony. Built in 2022 and lightly used by the original owners, this immaculate, never-rented residence features impact-rated windows, sliders and doors, 9-foot ceilings, and thoughtful high-end upgrades throughout. The living area showcases a custom white wall unit with multiple shelving and a perfectly fitted 75" TV. The primary suite includes a walk-in closet with custom California Closet built-ins, while both the main bedroom and living room are equipped with motorized shades for effortless light control. The kitchen and both bathrooms feature custom installed stainless steel pullout cabinet organizers to maximize convenient storage. A versatile den with barn doors and a closet can function as an office or even a second bedroom. Modern conveniences include a smart A/C thermostat and programmable front-door lock, a programmable (from your phone) entry LED smart light fixture capable of altering brightness and displaying a rainbow of colors, wall light dimmers installed in kitchen, hallway and guest bath, front-loading full-size Samsung washer and dryer, garage parking beneath the building, and a private storage cage in an enclosed storage room. Enjoy resort-style amenities: heated pool and spa, fitness center, gas fire pit and grills, EV charging stations, dog park, and kayak launch with storage. Located mere minutes from vibrant downtown Sarasota — with fine dining, galleries, shopping, theater, bay front parks and The Bay community activities — this penthouse delivers refined waterfront living and easy access to coastal recreation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Lisa Sebastian (941-544-5413)
1703 N TAMIAMI TRL #511, SARASOTA, FL 34234
$660,000108 Days on yellowkey MLS ID: A4685576
REDUCED by $60,000 (8.3%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1359 Built: 2022 Tax: $7,148 (2025)Community: The Strand Of SarasotaCondo
Taxes:$7,148
Remarks: One or more photo(s) has been virtually staged. The west porch and 2 bedrooms have been virtually staged. Fabulous opportunity to own this rarely available END condominium, a light and bright penthouse in The Strand, a waterfront community just minutes from Downtown, Sarasota's vibrant arts, culture, dining, shopping and the new Bay Front area/entertainment. Largest floor plan available. Perfect winter home, investment property or permanent residence. High gloss cabinetry in kitchen & baths. Light quartz counters in the kitchen and baths. Open concept living/ dining area for easy entertaining which leads directly onto your spacious balcony from which you will see evening sunsets. This condo has an assigned garage parking spot and storage cage. Newer construction as of 2022, and built to the latest hurricane codes. Impact sliders and windows throughout. Low maintenance fees, generous rental policy (1 week minimum/ 52 times/year) and a dog friendly gated community. Several EV charging stations are available along with plenty of guest parking. Amenities include heated pool, spa, gas grills, fitness center, fire pit, kayak launch, dog park, on-site property manager (M-F) and so much more, a must see. The Strand consists of 2 buildings, total of 152 units, and 47 boat slips which can be purchased when available if one does own in The Strand.
2304 RINGLING BLVD #103, SARASOTA, FL 34237
$155,000109 Days on yellowkey MLS ID: A4685401
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965 Tax: $2,063 (2025)Community: Garden AptsCondo
Taxes:$2,063
Elementary School: Alta Vista Elementary
Remarks: Welcome to this inviting ground-floor 1-bedroom, 1-bath condo ideally located within walking distance of all that downtown Sarasota has to offer. This well-maintained unit features tile flooring throughout, creating a clean, low-maintenance living space ready for immediate enjoyment. The community has recently upgraded the laundry facilities with brand-new washers and dryers, and the unit includes its own assigned parking space, along with guest parking on-site for added convenience. Whether you're looking for a weekend getaway, full-time residence, or investment opportunity, this condo checks all the boxes with a strong long-term rental history and move-in-ready condition. Can be sold furnished or unfurnished. Cable and Water already included in the HOA. Designed by Ruth Richmond, these unique residences maximize space and charm, featuring arched architectural details, a sliding glass door, and walk-in closets, making the home feel larger than its footprint. Location truly sets this property apart. Situated at the corner of Ringling Blvd. and Shade Ave, you're just 0.1 miles from Payne Park, where you'll find tennis courts, the Legacy Trail, disc golf, café, and scenic green space. Plus, you're within one mile of downtown Sarasota and the bayfront, offering incredible dining, shopping, entertainment, and nightlife. Local favorites like Shamrock Pub and many other restaurants are just minutes away. Perfect for investors, seasonal residents, or anyone looking to enjoy the Sarasota lifestyle.
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Rachel Woodruff, Pa (941-705-8686)
4388 RAYFIELD DR #4388, SARASOTA, FL 34243
$189,50070 Days on yellowkey MLS ID: A4690478
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1353 Built: 1974Monthly Fee: $536 Tax: $2,422 (2024)Community: Hidden Hollow CondoSpa: NoTownhouse
Taxes:$2,422
Tax Year: 2024
Remarks: Prime Courtside Central Location one door to pool, clubhouse, tennis court and mailroom area in highly sought after Hidden Hollow. This very spacious and comfortable home is ready for your move-in. Beautiful easy to keep clean red oak flooring and cream color tile floors are sleek and hygienic. French white kitchen boasts breezy window, and is open to the living room so the cook can enjoy the game while guests sit at the large breakfast bar for a cool drink. Neutral tones throughout create a serene and classy environment. This townhome has a west facing primary bedroom with a spacious private screened balcony for relaxing and enjoying colorful sunsets through the tree canopy. BOTH bedrooms are "ensuite" and there is a second level laundry room big enough to be a home office. The community has a large 8' deep mosquito-free screened pool, friendly lounge area, and tennis courts right out the back door of this home. The clubhouse offers full kitchen for parties, wet bar, and a unique sunken wood burning fireplace providing a cozy place for social gatherings. Hidden Hollow is a very pretty and well maintained, mostly owner-occupied neighborhood, close to shopping and reasonably priced restaurants. It’s just a short drive to the beaches, UTC Mall, the recently opened Mote Marine Aquarium and I75 + Near all major thoroughfares and SRQ airport. Lovely long established community, cleverly landscaped. Solidly built home, not in flood zone. (This home does not look out onto the parking lot, it's view is green space, landscaping, flowers, trees, and beautiful open space). Be sure to add this to your "must see" property touring list. Private showing available.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
5727 RIEGELS POINT RD, SARASOTA, FL 34242
$4,295,000695 Days on yellowkey MLS ID: A4618421
REDUCED by $300,000 (6.5%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3616 Built: 1982Monthly Fee: $125 Tax: $19,884 (2024)Community: Riegels LandingSpa: YesSingle Family
Taxes:$19,884
Elementary School: Phillippi Shores Elementary
Remarks: When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water shoreline on a private basin with direct Intracoastal access. It’s a true boater’s paradise, complete with two 10,000-lb boat lifts, a floating kayak launch, water and electricity at the dock, and lit pilings perfect for nighttime fishing. The water is deep enough for a large-scale yacht to sit comfortably at your dock. Expansive Shellstone patios wrap around the home, offering countless spaces to relax, dine, and entertain. The saltwater pool and raised spa, framed by fire and water features anchor this private resort experience. Remote smart controls make it easy to unwind in the pool and spa after a sunset cruise. The front entry showcases coastal curb appeal with double frosted glass doors, leading into an interior that blends casual sophistication with the ease of turnkey living. The great room is open and airy, with engineered wood floors and abundant natural light. Large sliders provide seamless access to the outdoor amenities, creating a perfect space for both entertaining and casual relaxation. The chef’s kitchen is designed for both form and function, featuring Wolf cooking appliances, a Sub-Zero refrigerator, a Miele dishwasher, a galley sink, and custom cabinetry throughout. Hidden outlets at the cabinet base and multiple pantries, plus clever storage built into the island, keep everything organized with ease. The primary suite is a serene retreat with engineered hardwood floors, a access to a waterfront terrace with Trex decking that wraps around the entire home, and well-thought-out blind and electrical automation. The luxurious bath features lighted mirrors, dual sinks, a makeup vanity, a free-standing tub, a walk-in shower, and a Toto commode. The suite also includes a spacious walk-in closet with custom built-ins. Upstairs, two generous guest suites share a well-appointed full bathroom. Two loft areas provide the perfect space for reading, working, or relaxing. The lower level offers a multifunctional space, featuring a living space, fitness room, sliders to access the outdoor space, and a wine room with plumbing for a cooler. Additional features include a spacious 2-car garage with custom built-ins, Control4 smart home technology for lighting, AV, security, and more, four HVAC zones for comfort, turnkey furnishings, a whole-house water softener system (salt and carbon filters), a whole house generator and an oversized laundry room with custom organization. At 5727 Riegels Point, enjoy island living with easy access to Sarasota and Siesta Key Village’s dining, shopping, and entertainment. Siesta Key Beach, recently named the No. 1 beach in America by Tripadvisor, is just moments away, offering powdery sand, clear waters, and stunning sunsets. From dockside mornings to poolside evenings, this is coastal living at its best—a full-time escape where your dream lifestyle unfolds.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
743 STONECREST DR, SARASOTA, FL 34232
$691,499381 Days on yellowkey MLS ID: A4654945
REDUCED by $28,500 (4.0%) on 05/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2197 Built: 2003Monthly Fee: $50 Tax: $3,149 (2024)Community: The Oaks At Woodland Park Ph 2Spa: YesSingle Family
Taxes:$3,149
Elementary School: Fruitville Elementary
Remarks: Welcome to a hidden gem in the heart of Sarasota, nestled within an intimate community of just 77 homes. This beautifully maintained four-bedroom residence offers the perfect blend of comfort, style, and Florida charm. With an open-concept layout and warm maple wood flooring throughout the main living spaces, it’s ideal for both relaxed family living and entertaining guests. The kitchen is a dream for home chefs, featuring 42” cabinetry, granite countertops, under-cabinet lighting, a walk-in pantry, and a smart layout that makes meal prep a breeze. The family room, formal dining, and living areas flow effortlessly together, creating a welcoming space full of natural light. The oversized primary suite serves as a true retreat, offering direct access to the lanai through sliding glass doors. The ensuite bathroom boasts double vanities, a relaxing garden tub, and a sleek glass-enclosed walk-in shower. Each of the additional bedrooms is generously sized, with one currently being used as a home office. A guest bathroom conveniently opens to the pool area—perfect for rinsing off after a swim. Step outside to your private backyard oasis, where a pavered lanai with wood-paneled ceilings provides the ideal setting for alfresco dining or simply unwinding. A heated pool and spa elevate everyday living, making it easy to enjoy Florida’s sunny lifestyle year-round. Lush landscaping adds to the tranquil ambiance. Ideally situated near both downtown Sarasota and I-75, this location offers unmatched convenience. And with the Gulf Coast’s world-renowned beaches just a short drive away, this home truly offers the best of Sarasota living. Don't wait, schedule your showing today!
Listing is courtesy of: SARASOTA LAND AND HOMES LLC (941-320-6687)
Listing Agent: James Hirschman (941-320-6687)
1418 JOHN RINGLING PKWY, SARASOTA, FL 34236
$7,900,000181 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
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)
3537 PARKRIDGE CIR #15-106, SARASOTA, FL 34243
$279,000227 Days on yellowkey MLS ID: A4671680
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 2005Monthly Fee: $411 Tax: $2,404 (2024)Community: Parkridge Ph 33 & 19Condo
Taxes:$2,404
Remarks: Beautifully updated, GROUND-FLOOR, 3-bedroom, 2-bathroom home with NO STAIRS, featuring a brand-new, gorgeous kitchen in the highly sought-after, pet-friendly, gated community of Parkridge. Enjoy everything Sarasota has to offer from this fantastic North Sarasota location, with easy access to I-75, the University Parkway with its great restaurants, UTC Mall, and Benderson Park. You’re just 6 miles from Downtown Sarasota, 9 miles from Lido Beach, and a short drive to Siesta Key. This spacious unit offers an excellent layout that feels even larger, with no wasted space on stairs and direct access from the garage. Features include beautiful laminate wood floors in the main living area, newer carpet in the bedrooms, and tile flooring in the kitchen, hallway, and bathrooms. Additional highlights include a one-car garage and a storage room off the lanai. The primary suite features dual closets and a private bathroom. You’ll love the maintenance-free lifestyle — the community covers lawn and grounds maintenance, roof replacement (updated in 2022), pool maintenance, pest control, basic cable, and water — all included in the HOA dues, which are only $411 per month. Don’t miss out — schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Melinda Vass (407-613-4911)
3659 PARKRIDGE CIR #9-103, SARASOTA, FL 34243
$299,999140 Days on yellowkey MLS ID: A4681557
REDUCED by $19,900 (6.2%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1954 Built: 2006 Tax: $1,997 (2025)Community: Parkridge Ph 33 & 19Townhouse
Taxes:$1,997
Remarks: Under contract-accepting backup offers. Spacious Willow Model townhome—the largest floor plan in the gated Parkridge community—offers over 1,900 sq. ft. of thoughtfully designed living space on a quiet cul-de-sac corner with serene lake views. This two-story residence features an open-concept layout with soaring 9+ ft. vaulted ceilings, 20x20 decorative tile flooring, and recessed lighting throughout the main living areas. Low Condo fees covering water, trash, cable, internet, trash, community pool and gated community too. Pet Friendly allowing larger pets, The kitchen is beautifully appointed with granite countertops, GE stainless steel appliances, maple wood cabinetry, tile backsplash, under-cabinet lighting, a breakfast bar, and a separate breakfast nook. The living and dining areas flow seamlessly and are enhanced by a bonus reading or sitting space overlooking the water. Step out to the screened lanai and enjoy peaceful lake views—perfect for relaxing or entertaining. Upstairs, all bedrooms feature plush Berber carpeting. An 8x8 alcove provides flexible space for a home office, study, or creative nook. The spacious primary suite includes a walk-in closet and an updated en-suite bath with dual sinks, wood cabinetry, a tiled glass-enclosed shower, and a linen closet. The secondary bathroom offers a tub/shower combination, decorative tile, a Corian countertop, and a maple vanity. Recent community improvements include a new roof, freshly resurfaced roads, and exterior painting completed approximately two years ago—adding value and peace of mind. Additional highlights include an attached garage with extensive built-in shelving and a storage loft, ample guest parking, and accommodations for larger vehicles and pickup trucks. Large dogs are welcome. Residents enjoy gated entry and a resort-style pool, all within close proximity to shopping and dining—including Detweiler’s—with easy access to I-75. Located less than 9 miles from Sarasota-Bradenton International Airport and near UTC, Whole Foods, and Gulf Coast beaches. Zoned for Sarasota County Schools, with school choice options available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: David Leventhal (941-518-7694)
3500 BENEVA RD #307, SARASOTA, FL 34232
$168,999180 Days on yellowkey MLS ID: A4676303
REDUCED by $11,001 (6.1%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972 Tax: $1,985 (2025)Community: Beneva Village Sec 1Condo
Taxes:$1,985
Elementary School: Wilkinson Elementary
Remarks: This beautifully updated 2-bedroom, 2-bath condominium offers the perfect blend of modern finishes and an unbeatable Sarasota location. The open-concept layout creates a seamless flow between living, dining, and kitchen spaces, enhanced by new flooring and abundant natural light. The kitchen has been tastefully renovated with quartz countertops, new cabinetry, and new appliances, while both bathrooms have been thoughtfully remodeled with contemporary finishes. Every detail has been designed for comfort, style, and easy living. Ideally situated near Siesta Key Beach—renowned for its pristine sands—this residence is also conveniently close to shopping, dining, and entertainment, with downtown Sarasota just a short drive away. Whether used as a full-time home, seasonal home, or investment opportunity, this condominium delivers exceptional versatility and value in one of Sarasota’s most desirable areas.
Listing Agent: Enrique Coletti (941-952-8164)
765 SIESTA KEY CIR, SARASOTA, FL 34242
$3,290,00046 Days on yellowkey MLS ID: C7525634
REDUCED by $210,000 (6.0%) on 05/30/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3446 Built: 1972Monthly Fee: $83 Tax: $20,136 (2025)Community: Siestas BaysideSingle Family
Taxes:$20,136
Remarks: Hidden behind an expansive 250-foot circular driveway, the residence is designed for those who appreciate luxury waterfront living and effortless entertaining. Offering approximately 3,500+ square feet, the home features 5 bedrooms, 2 bonus rooms, and dual primary suites, including a spacious main-level owner’s retreat and an additional upstairs suite ideal for guests or multigenerational living. Inside, timeless elegance meets modern functionality with marble flooring, GE Café appliances, spray foam insulated walls for enhanced efficiency and sound reduction, and expansive living spaces filled with natural light and tranquil water views. Recent improvements include three newer HVAC systems, a newer pool heater, major mechanical updates, and an oversized deep-water dock capable of accommodating larger vessels. Outdoor amenities create a true resort-style setting with a heated pool, private basketball court, lush tropical landscaping, and multiple areas for relaxation and entertaining. The oversized waterfront lot is the true centerpiece of the property, providing remarkable privacy and unobstructed boating access with no waterway limitations — an increasingly rare offering on Siesta Key. Conveniently located just minutes from Siesta Key Beach, marinas, fine dining, private clubs, and downtown Sarasota, this extraordinary property presents a rare opportunity to own a premier waterfront estate in one of Southwest Florida’s most desirable coastal destinations.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Taylor Brady (239-896-6433)
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