Location: Sarasota
Do Not Show Listings
3053 TAYWOOD MDWS #3, SARASOTA, FL 34235
$212,00034 Days on yellowkey MLS ID: A4686819
REDUCED by $3,000 (1.4%) on 04/21/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 789 Built: 1982 Tax: $1,882 (2025)Community: Chartwell GreenCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,882
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: The Meadows | 1 Bed | 1 Bath | 789 Sq Ft | Ground Floor. Experience the perfect blend of modern elegance and peaceful golf course living in this fully renovated, move in ready condo in The Meadows. Overlooking Hole 12 and the lake, this ground floor unit offers a private retreat with upscale finishes and beautiful views. Recent upgrades add both value and peace of mind, including hurricane rated sliders and windows installed in July 2025, a new AC system, and a new water heater. Inside, you will find waterproof luxury vinyl flooring throughout, creating a seamless and modern feel. The kitchen has been completely updated with custom shaker cabinetry, quartz countertops, a farmhouse sink, and a dishwasher, making it both stylish and functional. The bathroom has been renovated to create a spa like feel, complete with a dual shower head. The spacious primary bedroom features a walk in closet with built in shelving and a stylish barn door. One of the standout features of this home is the screened and enclosed lanai. With peaceful fairway views, this versatile space can serve as a reading nook, sunroom, extended living area, or even a cozy space for overnight guests. Living in The Meadows means enjoying a community known for its mature oak trees, scenic beauty, and resort style amenities. Residents have access to 14 miles of trails, a fitness center, semi Olympic pool, tennis and pickleball courts, a clubhouse, library, and year round social events. The location is hard to beat, just moments from Nathan Benderson Park, UTC Mall, and Mote Marine Laboratory. This ground floor, pet friendly unit is one of the most accessible and desirable floor plans in the community.
Listing is courtesy of: BARRETT REALTY, INC (941-745-9999)
Listing Agent: Tony Barrett (941-812-7983)
7273 CLOISTER DR #121, SARASOTA, FL 34231
$130,000330 Days on yellowkey MLS ID: A4652636
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 734 Built: 1984Monthly Fee: $548 Tax: $1,819 (2024)Community: Gulf Gate GardensCondo
Taxes:$1,819
Elementary School: Wilkinson Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Pine View School
Remarks: Reduced Price! Charming 1-Bedroom, 1-Bathroom Condo in Gulf Gate, Sarasota Discover comfort and convenience in this cozy first-floor condo located in the desirable Gulf Gate area of Sarasota. This well-maintained 1-bedroom, 1-bathroom unit offers a relaxed Florida lifestyle with access to a community pool and included amenities such as basic cable, water, sewer, and trash service. Enjoy the added bonus of a private storage room located just steps from your front door. Whether you're looking for a full-time residence, a seasonal getaway, or a smart investment opportunity, this condo fits the bill. Perfectly situated just minutes from the stunning Gulf Coast beaches, The Legacy Trail, I-75, downtown Sarasota, UTC Mall, and Sarasota-Bradenton International Airport—everything you need is within easy reach. Don’t miss out on this affordable opportunity to own in one of Sarasota’s most sought-after neighborhoods!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Lorin Cabrera (941-248-7259)
7754 WANING MOON WAY, SARASOTA, FL 34241
$399,999184 Days on yellowkey MLS ID: A4669060
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skye RanchVilla
Taxes:$0
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: What's Special: Close to Amenities | Close to Trails | Pond View. New Construction – Ready Now! Built by America’s Most Trusted Homebuilder. Welcome to the Ibis at 7754 Waning Moon Way in Esplanade at Skye Ranch. Step inside, you'll find 2 bedrooms, 2 bathrooms, a study, and a spacious 2-car garage. The open gathering room flows seamlessly into a beautiful kitchen, creating a bright and welcoming heart of the home. Your primary suite is a peaceful retreat, featuring a large walk-in closet, dual sink vanity, expansive shower, and a private water closet. Additional Highlights Include: 8' interior doors, extended lanai, tray ceilings package, extended patio cage with screened roof, whole house impact windows, and pre-plumbed for laundry room sink. Photos are for representative purposes only. MLS#A4669060 Live your dream vacation every day at Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
5230 HYLAND HILLS AVE ## 1311, SARASOTA, FL 34241
$319,9002 Days on yellowkey MLS ID: A4690597
0 Days Off yellowkey (back on 4/21/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $4,421 (2025)Community: Veranda 4Condo
Taxes:$4,421
Remarks: Stop, this is the property you have been waiting for. This gorgeous and highly renovated first floor "Abbey" floor plan Veranda features 2 bedrooms, 2 bathrooms, a den/study, a detached one car garage and is being sold Turn-Key Furnished. The property is perfect for a full time resident, seasonal owner, or investment property. As you walk through the front door, you'll be welcomed with many beautiful updates and an abundance of natural light making the property feel open and bright. The owners have spared no expense making the wonderful property what it is today. The kitchen has been remodeled with lovely shaker style cabinetry including additional cabinets for more storage, granite counter tops, and stainless steel appliances. Most flooring has been upgraded to a low-maintenance LVP flooring and taller base boards giving a clean and modern aesthetic. The primary suite is an absolute oasis. With a large bedroom with spectacular views and a completely revamped ensuite bathroom with a large walk-in shower and upgraded vanity with granite countertops and dual sinks, this space really feels like your own private spa. The den/study is a sizable room that can accommodate any of your needs and can be a perfect flex space for overflow guests. The A/C was replaced in 2022, and the water heater in 2021 giving years of worry-free living. Make your way onto the rear lanai space and take in the breathtaking views of water and the 14th Signature Hole of the golf course - the view is truly astonishing! In addition, an oversized washer and dryer has been installed and a functional pocket door installed to give more space when washing and preparing laundry. The owners have also repainted the interior with neutral hues giving this modern space an upgraded look. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Schedule a showing on this wonderful Abbey today!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
707 S GULFSTREAM AVE #307, SARASOTA, FL 34236
$795,00062 Days on yellowkey MLS ID: A4683134
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1247 Built: 1974 Tax: $6,546 (2025)Community: Essex HouseCondo
Taxes:$6,546
Remarks: One or more photo(s) has been virtually staged. DOWNTOWN BAYFRONT !! Experience the best of downtown Sarasota living in this stunning 2-bedroom, 2-bath corner residence at Essex House, perfectly positioned on Sarasota Bay. This rare unit offers breathtaking, unobstructed panoramic water views through floor-to-ceiling hurricane-resistant windows and one of the few downtown condos with no future development to block your scenery. Just steps from the bay, you'll enjoy effortless access to art galleries, charming coffee shops, top-rated restaurants, Bayfront Park, Marina Jack, Selby Gardens, Burns Court Cinema, Main Street, and more. Inside, the home features an updated kitchen with marble backsplash and stone countertops, beautifully renovated bathrooms with marble-tiled showers, and a spacious primary suite with an upgraded walk-in closet. Step onto your west-facing balcony to savor spectacular sunsets shimmering over the bay. Resort-style amenities include a social room, heated pool, fitness center, outdoor kitchen and gazebo, plus covered assigned parking offering the perfect blend of luxury, lifestyle, and location in the heart of Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Shannon Book (941-390-8711)
643 CALLE DEL OTONO, SARASOTA, FL 34242
$895,500334 Days on yellowkey MLS ID: A4653312
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 725 Built: 1961 Tax: $6,876 (2024)Community: Sarasota BeachSingle Family
Taxes:$6,876
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Beachside Investment & Retreat — Just 100 Yards from Siesta Key Beach! Price Reduced to $895,500 Own the best of both worlds: a luxury beach getaway you can enjoy personally, and a high-performing short-term rental when you’re not in town. Just 100 yards from the world-famous white sands of Siesta Key Beach, this beautifully renovated 2-bedroom coastal retreat delivers an unbeatable combination of lifestyle, location, and income potential. With estimated short-term rental income between $62,900 and $81,770 annually, this property stands out as a compelling opportunity for buyers seeking a vacation home that can help offset ownership costs—or generate meaningful returns. Inside, you’ll love: A bright, open-concept living area with upscale finishes and natural light A designer kitchen with quartz countertops, a large island, and premium stainless-steel appliances A stylish dining space perfect for entertaining after a day at the beach The spacious primary suite offers a serene escape with a spa-inspired bath and deep soaking tub. The second bedroom features a private exterior entrance, providing ideal separation for guests or renters. Step outside to your tropical oasis—lush landscaping, a private patio for lounging, and an outdoor shower to rinse off after the beach. With no HOA restrictions, recent renovations, and a newly improved price, this is a rare chance to secure a move-in-ready Siesta Key property that shines as both a personal retreat and an income-producing investment. Schedule your private showing today!
Listing is courtesy of: CORAL BAY REALTY LLC (941-465-6278)
Listing Agent: Dennis Perkins (941-465-6278)
1704 COCOANUT AVE, SARASOTA, FL 34234
$330,000199 Days on yellowkey MLS ID: A4666635
1 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1671 Built: 1947 Tax: $2,753 (2024)Community: Hillcrest ParkSpa: NoSingle Family
Taxes:$2,753
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Under contract-accepting backup offers. This charming cottage home near downtown Sarasota and the Bay offers a private mother-in-law suite, with separate entrance. -perfect for multi-generational living. Small fenced back yard and plenty of parking. A laundry room with washer/dryer on site, separates the two units. The main apartment features two bedrooms and one bath. The kitchen is big enough to accommodate a dining table with four chairs. A dream location, walkable to downtown and the Bay, a few minutes driving to the airport and the Ringling College. Most affordable and closest to where all is happening!
Listing Agent: Este Lennox (941-350-0048)
7758 WANING MOON WAY, SARASOTA, FL 34241
$399,999169 Days on yellowkey MLS ID: A4670840
INCREASED by $105 (0.0%) on 04/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $398Community: Esplanade At Skye RanchVilla
Remarks: What's Special: Pond View | Close to Amenities | Dedicated Study. New Construction – Ready Now! Built by Taylor Morrison, America’s Most Trusted Homebuilder. Welcome to The Ibis at 7758 Waning Moon Way in Esplanade at Skye Ranch. This gorgeous plan offers 1,533 square feet of elegant living space, surrounded by lush, manicured landscaping. Built with Taylor Morrison’s signature craftsmanship and thoughtful design, this home features 2 bedrooms, 2 bathrooms, a flexible bonus space, and a spacious 2-car garage. Step inside to discover a bright, open-concept gathering room that flows seamlessly into a beautifully appointed kitchen with designer finishes. The primary suite is a serene retreat, complete with a generous walk-in closet, dual-sink vanity, expansive shower, and a private water closet. Additional Highlights Include: screened patio and study. Photos are for Representative Purposes Only. MLS#A4670840 Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
418 EDWARDS DR, SARASOTA, FL 34243
$420,000213 Days on yellowkey MLS ID: A4665321
REDUCED by $20,000 (4.5%) on 04/15/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1403 Built: 1950 Tax: $2,880 (2024)Community: Uplands TheSingle Family
Taxes:$2,880
Remarks: Charming Sarasota Bay-View Cottage with Timeless Character and Modern Comforts 418 Edwards Dr, Sarasota, FL 34243 2 Beds | 1 Bath | 1,403 Sq Ft | .39 Acre Lot | No HOA Welcome to a slice of Sarasota’s coastal charm! Nestled right along the shimmering waters of Sarasota Bay and across from the Sarasota-Bradenton International Airport, this beautifully maintained 1950s single-family cottage offers the rare blend of original character, recent updates, and flexible use potential—all on an expansive .39-acre lot with NO HOA restrictions. Step onto the welcoming front porch and into a light-filled living room, where oversized windows, a cozy wood-burning fireplace, and a built-in bookcase instantly make you feel at home. The open-concept flow continues through a dedicated dining space and into the modernized kitchen—fully remodeled in 2018 with sleek cabinetry, updated appliances, and plenty of counter space to bring your culinary ideas to life. The home’s engineered bamboo flooring, installed throughout in 2018, brings warmth and continuity to the entire home. A central hallway leads to two well-appointed bedrooms, thoughtfully separated for privacy. The updated full bathroom with stand alone shower and a tub, conveniently located at the start of the hallway, makes it convenient for guests and everyday use for the residents. Out back, you’ll find where this home truly shines. The generously sized backyard, surrounded by a new fence (2024), features a deck right of the kitchen exit, which was installed in 2019—perfect for hosting family gatherings or quiet evenings under the stars. The family’s favorite memories were made here, from backyard parties to playing with their children & pets, and now it’s ready for the next chapter. Enjoy a partial view of Sarasota Bay, mature landscaping, and a sense of peaceful seclusion—all while having room to build a detached garage, store your RV or boat. Although this home has never been rented out, BUYERS SHOULD EXPLORE THE PROPERTY’S POTENTIAL AS AN INCOME-PRODUCING RENTAL, making it a fresh opportunity for a savvy investor or someone looking to enjoy Florida living full-time. Major System & Structural Highlights: New HVAC system and attic insulation (2024) New fencing (2024) Roof replaced (2015) Water heater (2018) Updated electrical (2017) Updated plumbing (2018) Water filtration system (2021) 9 impact-resistant hurricane windows (2019) Exterior painted (2023) All appliances included—washer/dryer too! LOCATION, LOCATION, LOCATION! Perfectly positioned near it all—enjoy: Walkable paths to the Powell-Crosley Estate & USF Sarasota/Manatee Campuses. 1 min to SRQ Airport 5 mins to Ringling Museum & New College of Florida 10 mins to Downtown Sarasota 15 mins to St. Armands Circle & Lido Beach Easy access to University Town Center, shops, and dining Minutes to cultural hubs, marinas, parks, and more! Whether you’re looking for a peaceful Florida retreat, a strategic investment, or a home with room to grow, this lovingly maintained residence checks all the boxes—with no HOA limits to your imagination. Don’t miss the chance to own a truly special home in one of Sarasota’s most convenient and scenic locations! Preferred Lender Luke McFarland from Select Lending Services is offering 1% of the loan amount as a lender credit towards closing costs or interest rate buy-downs on this specific home.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Paula Mccabe (941-313-0864)
3985 OVERLOOK BND #16, SARASOTA, FL 34232
$195,00016 Days on yellowkey MLS ID: A4688393
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1973Monthly Fee: $685 Tax: $914 (2025)Community: Glen Oaks Ridge Villas 1Condo
Taxes:$914
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 2-bedroom, 2-bath villa in the highly desirable Glen Oaks community, ideally located near University Park. Nestled within a well-maintained and active 55+ community, this home offers a peaceful setting with lush landscaping and a vibrant social atmosphere, all while being just minutes from top-tier shopping, dining, golf, and Sarasota’s world-renowned beaches. This thoughtfully designed residence features a spacious, open and flexible floor plan with ceramic tile throughout, complemented by plush carpet in the living spaces. A light-filled Florida room and additional den space provide the perfect areas for relaxing, entertaining, or working from home. The updated kitchen is a standout, showcasing new cabinetry, quartz countertops, stainless steel appliances, LED lighting, and ample counter space—blending modern style with everyday functionality. The primary suite serves as a private retreat with its own en-suite bath, while the second bedroom and full guest bath offer ideal accommodations for visitors. Both bathrooms have been tastefully updated, and additional improvements include impact windows, and ceiling fans throughout. One of the most unique features of these villas is their design—attached only by the laundry room walls, meaning no shared living space walls, providing the privacy and quiet feel of a single-family home. A covered carport and private laundry room add convenience to daily living. Glen Oaks offers an exceptional lifestyle with amenities including a clubhouse, fitness center, heated pool overlooking the lake, library, card rooms, shuffleboard, putting green, and a newly added lawn bowling facility. Residents enjoy a full calendar of social activities, from game nights to group outings. The community is adjacent to Bobby Jones Golf Course and its new recreation complex with golf and nature trails, and just a short drive to UTC Mall, downtown Sarasota, St. Armands Circle, and the beach.
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Abigail Lange (941-218-8543)
9670 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$699,99915 Days on yellowkey MLS ID: A4689123
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2190 Built: 2026Monthly Fee: $357 Tax: $500 (2025)Community: Grand ParkSingle Family
Taxes:$500
Remarks: Welcome to luxury living in Sarasota within the highly sought-after community of Grand Park. This brand-new 2026-built residence, ready for completion at the end of April, offers an exceptional blend of modern design, high-end finishes, and thoughtful upgrades totaling over $139,000. This stunning three-bedroom, three-bath home showcases an open-concept layout with zero wasted space and highlighted by tray ceilings in both the great room and foyer, along with 8-foot interior doors that enhance the sense of space and elegance. The upgraded gourmet kitchen is a true centerpiece, featuring upgraded cabinetry and quartz countertops, along with stylish tile backsplash, and premium gas stainless steel appliances designed for both everyday living and entertaining. The owner’s suite is a private retreat, complete with a beautifully designed tray ceiling, luxurious freestanding Paloma soaking tub, and matching quartz finishes that elevate the spa-like atmosphere. Built for both comfort and durability, the home includes hurricane impact glass throughout, a tile roof, and energy-efficient spray foam insulation with a dehumidifier system in the attic (standard). Additional highlights include upgraded floor tile, an extended lanai with outdoor sink rough-in, and gas connections for enhanced functionality. This home is the perfect combination of luxury, efficiency, and Florida lifestyle—offering a rare opportunity to own a move-in ready, highly upgraded new construction home in one of Sarasota’s most exciting new communities. At Grand Park, you will enjoy access to exceptional amenities like the clubhouse with social space and pavilion, fitness center and wellness studio, two resort style pools with spa and cabanas, pickleball and tennis courts, walking & bike trails, scenic lake overviews, parks and a dog park. *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: John Wilcher (941-932-7669)
1394 HARBOR DR, SARASOTA, FL 34239
$7,750,00068 Days on yellowkey MLS ID: A4682309
REDUCED by $500,000 (6.1%) on 04/21/2026
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5913 Built: 2004 Tax: $48,224 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$48,224
Elementary School: Southside Elementary
Remarks: Presenting a distinguished waterfront estate located in Sarasota’s premier bayfront community, Harbor Acres, widely regarded as the city’s most coveted neighborhood. Perfectly situated on a protected deep-water boat basin, this property offers immediate access to Sarasota Bay with the added benefit of a boat dock and lift on calm waters-ideal for larger vessels. With prized southern rear exposure, the home is bathed in natural light throughout the day, while capturing glowing sunsets across the water — a rare and highly desirable feature for waterfront living. The thoughtfully designed 4-bedroom, 6 bath floor plan offers exceptional flexibility and privacy, with distinct guest wings that function almost as private suites — ideal for hosting extended family, visiting friends, or even live-in arrangements without sacrificing personal space. The seamless flow between formal and casual living areas makes the home equally suited for elegant entertaining or relaxed everyday living. At the heart of the home, the chef’s kitchen features beautiful quartz countertops, island, abundant cabinetry, and premium appliances, opening effortlessly to the family room and outdoor living areas. A striking double-sided gas fireplace creates ambiance between key gathering spaces, enhancing both intimate evenings and larger gatherings. Enjoy the rare luxury of choosing between two primary suites. Both primary suites are serene retreats offering generous proportions, tranquil water views, and a spacious walk-in closets with custom built-ins designed for optimal organization. The spa-inspired baths provides a luxurious escape at the end of the day. Outdoor living is where this property truly shines. A fully equipped summer kitchen anchors the covered lanai, creating the perfect setting for waterfront dining and entertaining. The infinity edge pool, spa and outdoor lounge areas overlook the wide boat basin, where you can watch dolphins pass and boats glide by — all from the comfort of your own backyard.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
4227 PLACID DR, SARASOTA, FL 34243
$387,500315 Days on yellowkey MLS ID: A4654976
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1677 Built: 1992Monthly Fee: $188 Tax: $3,219 (2024)Community: Treetops At North 40 - PlacidSingle Family
Taxes:$3,219
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Step into serenity at this meticulously kept 3-bedroom, 2-bath home in the sought-after Treetops at North 40—where peaceful pond views, mature trees, and quiet streets create a true Florida retreat. Inside, you'll find an open, sun-filled layout with vaulted ceilings and neutral tile flooring that flows effortlessly through the main living areas. The kitchen offers timeless charm with light cabinetry, stainless steel appliances, and an inviting breakfast nook that opens to a private courtyard—perfect for morning coffee beside a tranquil fountain. The enclosed Florida Room provides year-round enjoyment with picture-perfect water views, while the covered patio invites you to relax and unwind outdoors. The spacious primary suite offers plenty of room to spread out and unwind, complete with a generous walk-in closet and a well-appointed en-suite bath. From the lush, low-maintenance landscaping to the peaceful pond just beyond your backyard, every detail of this home is designed for ease, comfort, and beauty. Enjoy access to community amenities including a pool, cabana, and tennis courts—with cable and internet included in the low HOA. Ideally located minutes from University Parkway, UTC, downtown Sarasota, and the Gulf beaches—this is the lifestyle you’ve been dreaming of.
Listing is courtesy of: TURNER REAL ESTATE NETWORK (941-704-9289)
Listing Agent: Raymond Turner (941-447-5979)
8911 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$635,000104 Days on yellowkey MLS ID: A4677015
1 Days Off yellowkey (back on 3/13/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1415 Built: 1973 Tax: $6,230 (2025)Community: Sunrise Cove Sec 2Condo
Taxes:$6,230
Remarks: Welcome to Sunrise Cove and the coveted and quiet south end of Siesta Key. This DIRECT BAYFRONT condo is a 3 BEDROOM CONDO and is directly across the road from TURTLE BEACH with plenty of PUBLIC BEACH ACCESS. This condo unit was re-configured and now has three full bedrooms and two full bathrooms. Features include new interior paint, opened and central kitchen, split bedroom floor plan, washer/dryer inside unit, and it comes completely furnished. The open kitchen features a solid beadboard cabinetry, pantry, and plenty of storage. This is an end unit with end unit windows in two of the bedrooms for added light. Relax and look directly out onto Little Sarasota Bay and enjoy wildlife, dolphins, and manatees as well as beautiful sunrises! This condo is super clean and ready to go! There is a storage closet down the hall for beach items and monthly rentals are allowed plus one brand-new carport is included! SUNRISE COVE features 49 boat slips with vacancies, two heated swimming pools, pickleball, tennis, clubhouse with clubroom, fitness room, billiards/ping pong, kayak storage, BBQ grill with gazebo, and public beach access directly across the street! This is a super well-run and manicured complex and is very near to two delicious restaurants. This south end of Siesta Key is very quiet. Come see this beautiful beach and waterfront condo today!
Listing Agent: Joe Cleary (941-650-8485)
145 AVENIDA MESSINA #3, SARASOTA, FL 34242
$630,000202 Days on yellowkey MLS ID: A4667146
2 Days Off yellowkey (back on 3/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1025 Built: 1966 Tax: $5,561 (2024)Community: Villa NavarraCondo
Taxes:$5,561
Remarks: Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic tile flooring throughout. The guest bath was completely remodeled along with the primary bathroom that has been expanded for a little extra elbow room. This has a new water heater and HVAC system, new roof in 2025, all new doors, impact windows, ceiling texture and it doesn't stop there. This comes very tastefully turnkey furnished in a warm coastal theme! Relax on your screened patio and look out to palms and foliage and take in the gulf breezes. The pristine beach is 2/10 of a mile away and the SK Village is about 100 feet away with a large selection of restaurants, shopping, grocery, nightlife, and so much more! Don't miss this beautiful condo in the heart of all that Siesta Key has to offer in a very well-run complex.
480 CLEVELAND DR, SARASOTA, FL 34236
$4,100,000154 Days on yellowkey MLS ID: A4672676
REDUCED by $400,000 (8.9%) on 04/17/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2875 Built: 1967 Tax: $47,931 (2024)Community: Lido BeachSingle Family
Taxes:$47,931
Remarks: Experience the ultimate in coastal luxury with this exceptional waterfront residence on Lido Key. Perfectly positioned along a wide, private deep-water canal, this beautifully renovated 3-bedroom, 3.5-bath home offers direct, bridge-free boating access to the Intracoastal Waterway and the Gulf of Mexico—an extraordinary feature for boating enthusiasts. Just two blocks from pristine Lido Beach and within walking distance to the vibrant shops and restaurants of St. Armands Circle, this home combines an unbeatable location with a serene, private setting. Designed to maximize its stunning waterfront surroundings, the home features expansive living spaces with six sets of sliding glass doors that seamlessly blend indoor and outdoor living. Step outside to a screened-in, south-facing heated pool and spacious paver deck—ideal for entertaining or simply relaxing while enjoying tranquil canal views. The private dock 2024 is fully equipped with a lift, power, and water, making it effortless to get out on the water at a moment’s notice. Lift can take 12,000 pounds. Inside, the home has been completely renovated in 2025 with a focus on modern elegance and functionality. The kitchen showcases stainless steel appliances, a built-in microwave, floating shelves, and ample cabinetry, along with a conveniently located pantry adjacent to the laundry room with utility sink. Porcelain tile flooring runs throughout, enhancing the home’s clean, sophisticated aesthetic. A thoughtfully designed layout offers both comfort and flexibility. A front-facing guest suite provides privacy for visitors, while a light-filled office or den—framed by three bay windows and enclosed with French doors—serves as an ideal workspace or additional living area. The primary suite is a private retreat featuring custom dual closets and a spa-inspired bathroom with floor-to-ceiling tile, glass-enclosed shower, and plantation shutters. A stylish half bath adds convenience for guests. Rental Projections avail. Investment Opportunity. Offered fully furnished, this home is truly move-in ready and designed for effortless coastal living. Enjoy quiet, walkable streets, nearby nature trails, and easy access to downtown Sarasota via the Ringling Bridge, where world-class dining, arts, and culture await. This is a rare opportunity to own a turnkey waterfront sanctuary in one of Sarasota’s most coveted island communities—where luxury, location, and lifestyle come together seamlessly. Walk to Lido Beach and catch a Sunset Or take the boat!
Listing Agent: Rachel Tritschler (941-993-5892)
7900 UMBRELLA PINE WAY, SARASOTA, FL 34241
$950,000194 Days on yellowkey MLS ID: TB8435928
5 Days Off yellowkey (back on 4/21/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3694 Built: 2004Monthly Fee: $79 Tax: $6,754 (2024)Community: Secluded OaksSingle Family
Taxes:$6,754
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. HUGE PRICE IMPROVEMENT! Luxury Sarasota Pool Home In Secluded Oaks On A Private Cul-De-Sac Experience Elevated Florida Living In This Exceptional Pool Home Located In The Highly Sought-After Secluded Oaks Community In Sarasota. Built By Renowned Local Builder Maglich Homes, This 5-Bedroom, 3-Bath Residence With A Dedicated Office/Den Offers A Rare Combination Of Privacy, Space, And Timeless Design On An Oversized .35-Acre Lot Surrounded By Mature Oak Trees And Lush Tropical Landscaping. A Long Brick-Paver Driveway With Porte Cochère Creates A Grand First Impression, Leading To A Double-Door Entry And An Elegant Interior Featuring Decorative Columns, Custom Trim, And A Thoughtfully Designed Triple-Split Floor Plan—Ideal For Privacy And Multi-Generational Living. The Expansive Upstairs Bonus Room With A Fifth Bedroom Provides Flexible Space For A Media Room, Guest Suite, Fitness Studio, Or Home Retreat. Major 2025 Upgrades Deliver Peace Of Mind And Modern Luxury, Including A Brand-New Titan XT Roof Engineered For Florida Storms With A 160-MPH Wind Warranty And Transferable Workmanship Coverage. New Courtier Luxury Vinyl Plank Flooring By Hallmark Floors Showcases Premium Architectural Rigid-Core Planks That Are 100% Waterproof And Designed For High-Traffic Living. Inside, Architectural Details Elevate The Home With Wainscoting, Double Tray Ceilings, Crown Molding, Volume Ceilings, And A Striking Double-Sided Gas Fireplace Connecting The Main Living Area And The Primary Suite Sitting Room. The Dedicated Office Features Custom Built-Ins And Large Windows—Perfect For Remote Work Or Study. The Primary Suite Is A True Private Retreat With Wood Flooring, A Cozy Fireplace, An Oversized Walk-In Closet With Built-Ins, And A Hidden In-Floor Safe. The Spa-Inspired En-Suite Bath Includes Dual Vanities, A Walk-In Shower, Garden Tub, And Private Water Closet. Designed For Both Everyday Living And Entertaining, The Gourmet Kitchen Features Solid Wood Cabinetry, Granite Countertops, Decorative Tile Backsplash, Built-In Wine Storage, A Large Center Island, Secondary Island With Sink And Breakfast Bar, Natural Gas Range With Double Oven, And A Spacious Walk-In Pantry. The Family Room With Coffered Ceiling Opens Seamlessly To The Outdoor Living Space—Blending Indoor And Outdoor Florida Living. Step Outside To Your Private Backyard Oasis Featuring A Lagoon-Style Pool, Screened Lanai, And Outdoor Kitchen With Gas Grill—Perfect For Year-Round Entertaining. A Dedicated Pool Bath Adds Convenience, While The Additional Jack-And-Jill Bathroom Serves The Secondary Bedrooms. Additional Highlights Include 8-Foot Interior Doors, Ceiling Fans Throughout, Digital Thermostats, And A 3-Car Split Garage With Tesla/EV Charger. Located Within Top-Rated Schools Including Lakeview Elementary School, Sarasota Middle School, And Riverview High School (Featuring An International Baccalaureate Program), This Home Offers Both Lifestyle And Long-Term Value. Enjoy A Prime Sarasota Location Just Minutes To Siesta Key Beach, Downtown Sarasota, Rothenbach Park, Championship Golf Courses, Shopping, Dining, And Easy Access To I-75. This Is A Rare Opportunity To Own A Move-In Ready Luxury Pool Home In One Of Sarasota’s Most Desirable Communities—Offering Space, Privacy, And Quality Construction In An Unbeatable Location.
Listing is courtesy of: 54 REALTY LLC (813-435-5411)
Listing Agent: Khristian Marcotrigiano (407-929-4533)
925 BEACH RD #109, SARASOTA, FL 34242
$619,000189 Days on yellowkey MLS ID: A4665443
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 697 Built: 1972 Tax: $2,804 (2025)Community: La SiestaCondo
Taxes:$2,804
Remarks: Good things come in small packages. This one-bedroom unit has a lot of rental power: 2026 bookings are already over $31,000. And there is over $8,000 in rental income booked for 2027. Have you ever dreamed of owning a piece of paradise steps from Siesta Beach, consistently ranked among the top beaches in the U.S.? You've arrived. Experience sunsets and direct beach access from this newly renovated beautiful TURNKEY-FURNISHED one-bedroom, one-bath condo at La Siesta, offering easy access to the white sand and Gulf waters that make this area world-renowned. This condo features an open floor plan that maximizes space and natural light with brand new luxury vinyl flooring, cabinetry, appliances, HVAC, and coastal-inspired decor, creating an inviting retreat that comfortably sleeps four. Whether for investment or a personal beach getaway, this first-floor residence offers excellent flexibility. La Siesta allows weekly rentals (52 times per year), and this condo has a track record of strong occupancy, providing an appealing balance of income and enjoyment. Step from your screened-in lanai and you’re just across the street from the powder-soft sands of Siesta Beach, or take a stroll or hop the free trolley to Siesta Key Village for dining and shopping. Community amenities include a heated over-sized pool, clubhouse, fitness room, and two barbecue areas, perfect after a day by the water. With low HOA fees, a prime location, and a move-in-ready interior, this La Siesta condo has it all - making it easy to embrace or invest in the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jennifer Russo (212-683-1173)
350 S POLK DR #302, SARASOTA, FL 34236
$560,0005 Days on yellowkey MLS ID: A4690291
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1977Monthly Fee: $893 Tax: $6,448 (2025)Community: Lido ShoresCondo
Taxes:$6,448
Remarks: Escape to coastal living in this beautifully appointed 2-bedroom, 2-bath condo located in the highly desirable Lido Shores Condominiums. Just a short 2-minute walk to the pristine sands of Lido Beach, this residence offers the perfect blend of relaxation and convenience. Enjoy access to a large heated community pool, ideal for year-round enjoyment. Situated just moments from the vibrant shops and dining of St. Armands Circle, you’ll love the walkable lifestyle and endless entertainment options. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this coastal gem delivers the best of Sarasota living.
Listing is courtesy of: EDINA REALTY, INC. (239-659-3300)
Listing Agent: Peggy Lovejoy (239-659-3300)
2989 GREENBRIAR ST, SARASOTA, FL 34237
$459,50041 Days on yellowkey MLS ID: TB8484848
REDUCED by $15,500 (3.3%) on 04/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1237 Built: 1956 Tax: $843 (2025)Community: Greenbriar Homes 1St AddSingle Family
Taxes:$843
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated TRUE MID CENTURY MODERN three-bedroom, two-bathroom home in Sarasota, where modern upgrades and thoughtful design come together to create a move-in-ready retreat. With a 2021 water heater, 2019 AC, and updates throughout the entire home, including brand-new luxury vinyl plank flooring, a completely renovated kitchen and bathrooms, new fixtures, and fresh landscaping, this property offers stylish living inside and out. An inviting, large front porch and new front door welcome you into a light and bright interior featuring an open floor plan. The spacious living room and dining room combination flows seamlessly into the stunning brand-new kitchen, designed with both functionality and style in mind. The kitchen features stainless steel appliances, a striking waterfall peninsula, new backsplash, and modern cabinetry, creating the perfect space for cooking, entertaining, and gathering. Both bathrooms have been fully renovated with new vanities, mirrors, lighting, and beautifully tiled showers with updated hardware. The primary suite offers double closets for ample storage and a private en-suite bathroom with a modern tiled shower, a lighted mirror, and new vanity. The additional bedrooms are nicely sized and share a fully updated bathroom with a tub/shower combination. Modern ceiling fans throughout the home add comfort, while the open layout enhances the bright, airy feel of the living spaces. Outside, enjoy a large fenced backyard with plenty of room for outdoor entertaining, gardening, or relaxing in the Florida sunshine. The home also features carport parking and additional storage space with A/C, providing flexibility for hobbies, storage, or workspace. Ideally located close to parks, dining options, and zoned schools, this home is also just 20 minutes from the vibrant shopping and dining of St. Armands Circle and the beautiful sands of Lido Key Beach. Enjoy the perfect combination of modern upgrades, comfort, and convenient Sarasota living. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
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