Location: Sarasota
Do Not Show Listings
1617 BROOKHOUSE DR #256, SARASOTA, FL 34231
$214,900166 Days on yellowkey MLS ID: A4676511
1 Days Off yellowkey (back on 5/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1245 Built: 1980 Tax: $3,218 (2024)Community: Pelican Cove XviCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,218
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. GREAT NEW PRICE! This is your chance to own a piece of paradise in one of Sarasota's most sought-after waterfront communities-- Pelican Cove! This 2-bedroom, 2-bathroom condo offers a unique dynamic floorplan which allows you to easily make the most of the space to suit your needs. By means of an accordion partition, the living room can be expanded or closed off to form the 2nd bedroom. This allows occasional guests complete privacy with an ensuite bath and come outfitted with built-in cabinetry, including a Murphy bed for the ultimate in flexibility. Enjoy views of a tranquil pond with fountain from the very private glass-enclosed lanai, which spans the living area as well as the 2nd bedroom. Ideally located along Little Sarasota Bay, Pelican Cove is an exceptional 75-acre community with miles of tropical trails and walkways, an 86-slip marina with direct access to the Intercoastal Waterway, and a bird sanctuary. Additional amenities include 3 clubhouses, 6 heated pools, tennis and pickleball court, a firness center, and a dog run. "Pelican Cove University" offers a range of classes, lectures, and clubs, using studio space including an art studio, photography studio, and woodworking shop. Excellent shopping and dining options are within a 5-minute drive. 20 minutes to the myriad cultural options in downtown Sarasota. Just around the corner from Sarasota Square, now under development and slated to premiere in 2026 with new shopping, dining, and entertainment options.
Listing is courtesy of: MOUNT VERNON PROPERTY MGMT INC (941-957-4663)
Listing Agent: Jennifer Herman (941-957-4663)
4244 MADEIRA CT #3316, SARASOTA, FL 34233
$235,000103 Days on yellowkey MLS ID: A4684792
0 Days Off yellowkey (back on 5/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1063 Built: 1989Monthly Fee: $458 Tax: $2,709 (2025)Community: Casa Del Sol Sec ViiSpa: NoCondo
Taxes:$2,709
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Serene lake views create a peaceful setting for this beautifully maintained and thoughtfully updated second floor, TURNKEY FURNISHED, two bedroom, two bath residence in the welcoming community of Casa Del Sol. As an end residence with only one shared wall, it offers added privacy, while the elevated location provides a sweeping view of the tranquil lake and surrounding landscape. Vaulted ceilings and mirrored walls enhance the spacious feel of the great room plan and eat in kitchen. Both bedrooms feature walk in closets, and the primary suite enjoys lake views, private lanai access, and an en suite bath. Sliding glass doors open to a covered and screened lanai, perfect for relaxing and enjoying the scenery. Additional conveniences include ceiling fans, private laundry with washer and dryer included, and assigned covered parking. Notable UPGRADES include a beautifully UPDATED kitchen and bathrooms with new cabinets and granite counters, raised kitchen ceiling, hurricane rated sliding glass doors on the lanai, flooring, a full RE-PIPE completed in 2020, and an A/C system replaced in 2017 with warranty coverage through October 5, 2027. This section of Casa del Sol overlooks the community clubhouse and year round heated pool. Casa Del Sol is not age restricted and is known for its low association fees, manicured grounds, and active social atmosphere. Amenities include a clubhouse with kitchen, game room, exercise facilities, shuffleboard, tennis courts with pickleball, bocce ball and a heated pool. Ideally located in central Sarasota, the community sits across from numerous shopping and dining options and near the local bus route and Doctors Hospital. Cattlemen Road provides quick access to Bee Ridge Road, Proctor Road, Fruitville Road, and I 75, with championship golf, downtown Sarasota, and the area’s renowned white sand beaches just a short drive away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
128 FILLMORE DR, SARASOTA, FL 34236
$4,000,00089 Days on yellowkey MLS ID: A4686935
REDUCED by $195,000 (4.6%) on 05/29/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4550 Built: 2023 Tax: $54,830 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$54,830
Elementary School: None
High School: None
Middle School: None
Remarks: Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic create a welcoming environment for large groups, while the gourmet chef’s kitchen—complete with custom cabinetry, quartz countertops, and premium appliances—supports effortless entertaining and extended stays. Each of the eight bedrooms features an ensuite bathroom, maximizing guest privacy and boosting rental desirability. Multiple balconies and a stunning rooftop terrace provide views of Sarasota Bay and the lush surrounding neighborhood—an unforgettable highlight for vacationers and a standout feature in rental marketing. The outdoor living experience is equally impressive, offering an oversized pool with a swim-up spa, generous patio space, and ample room for lounging or hosting gatherings. These resort-style amenities significantly enhance guest satisfaction and repeat bookings. With its unbeatable walkability to high-end shopping, fine dining, vibrant nightlife, and cultural attractions, plus immediate access to Lido Key’s turquoise waters, this property consistently checks every box for travelers seeking a luxury coastal getaway. Whether you’re expanding your portfolio or entering the short-term rental market, 128 Fillmore Drive represents a rare opportunity to acquire a high-performing asset in one of Sarasota’s most coveted destinations. This is more than a home—it’s a turnkey revenue generator in a premier vacation market.
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Leslie Wells (941-776-5571)
9200 MIDNIGHT PASS RD #25, SARASOTA, FL 34242
$429,00048 Days on yellowkey MLS ID: A4692488
REDUCED by $20,000 (4.5%) on 05/26/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 906 Built: 1972 Tax: $4,028 (2025)Community: Inlet AptsCondo
Taxes:$4,028
Elementary School: Phillippi Shores Elementary
Remarks: Introducing Inlet Apartments - Siesta Key, a charming, quaint coastal retreat for a tropical vacation or a beach getaway. This second-floor, one-bedroom, one-bath is quiet and peaceful on the Blind Pass Lagoon at far south end of Siesta Key and just beyond your sliding glass doors. You will be instantly captivated by views of paddleboarders and kayaks going by, plus a heated swimming pool and a partial view of the Gulf. With 906 square feet, this residence is sold turnkey furnished, blending modern sophistication with relaxed coastal living. Contemporary new kitchen with new appliances, white quartz countertops, an oversized island, and crafted for effortless everyday living. The open-concept layout flows through the dining room, with a queen-size Murphy bed for extra guests, and living spaces, enhanced by luxury vinyl wood flooring and modern compact ceiling fans that adjust with touch of a button. Wake up to enchanting lagoon views in the tranquil primary suite, and beautifully updated bath. Go outside to a spectacular 200-square-foot screened lanai with pull-down shades for privacy, ideal for morning espresso, sunset cocktails or simply soaking in Siesta Key’s year-round beauty. There are convenient elevators, laundry facilities and assigned parking for each unit. HVAC in 2021, water heater in 2022. Life at Inlet boating amenities included private boat dockage for sailboats and powerboats up to 26 feet (first-come, first-serve basis). The Blind Pass Lagoon leads into Sarasota Bay and onto the Gulf. There are fishing, kayak storage and launch, waterfront pool, all just minutes from Turtle Beach and a short trolley ride to Crescent Key Village. This is more than a condominium at the beach, it’s a one-of-kind opportunity to own a piece of Siesta Key.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
10640 ORBIT TER, SARASOTA, FL 34241
$274,859166 Days on yellowkey MLS ID: A4677175
1 Days Off yellowkey (back on 3/1/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1187 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Taxes:$0
Elementary School: Pine View School
Remarks: Under Construction. What's Special: Close to Park | Close to Trails | Popular Plan. New Construction – June Completion! Built by Taylor Morrison, America's Most Trusted Homebuilder. Welcome to The Ivy at 10640 Orbit Terrace in The Towns at Skye Ranch. Discover the Ivy townhome, offering approximately 1,187 square feet of thoughtfully designed living space with 2 bedrooms and 2.5 bathrooms. This plan maximizes every inch with in-demand features and plenty of storage. Step into the foyer, where the kitchen greets you at the front of the home, complete with a large pantry and a convenient half bath. Continue into the dining area and great room, perfect for gathering with family and friends. Just beyond, enjoy an outdoor patio for fresh-air relaxation. Upstairs, retreat to the private primary suite. The second floor also includes a laundry area, an additional bedroom, and a full bath for added comfort. Welcome to Skye Ranch, a premier Sarasota destination located at Clark Road and Lorraine Road. Here, life is all about exploring, experiencing, and enjoying. We’ve preserved the natural beauty of the land with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife—creating a community that feels both vibrant and serene. Additional Highlights Include: quartz counters and blinds package throughout house. Photos are for Representative Purposes Only. MLS#A4677175
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
9610 CLUB SOUTH CIR ## 4207, SARASOTA, FL 34238
$289,90063 Days on yellowkey MLS ID: A4690465
0 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1995Monthly Fee: $571 Tax: $2,887 (2025)Community: Stoneybrook Clubside South 1Condo
Taxes:$2,887
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. Stoneybrook Golf & Country Club is one of the area’s most popular private clubs. Residents of Clubside South can take advantage of their own tennis and pickle ball courts, swimming pool & outdoor kitchen area, along with a carport and storage unit for each condo. Membership in the Country Club is mandatory and provides an exceptional dining experience; full-service cocktail lounge; heated pool & spa, tennis, pickle ball, fitness center, bocce ball, putting greens, driving range, pro shop and the beautifully re-designed 18-hole championship golf course. There’s a full calendar of social activities such as MahJongg, bridge, yoga, line dancing all year round. This 2BR condo is on the second floor, adjacent to the elevator. Nicely updated, it will be sold turnkey-furnished, clean & ready for quick occupancy. Conveniently located just a few miles from the arts, culture and dining in downtown Sarasota, and minutes away from the white sands of world-famous Siesta Key Beach. It’s the perfect spot for vacations, or full-time resort living. A flexible leasing policy also makes it a good investment opportunity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Jane Tice (561-676-6544)
10632 ORBIT TER, SARASOTA, FL 34241
$274,959166 Days on yellowkey MLS ID: A4677052
Remarks: Under Construction. What's Special: Best Seller | Close to Trails | Close to Park | Convenient 1st Floor Living. New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Homebuilder. Welcome to the Ivy at 10632 Orbit Terrace in The Towns at Skye Ranch. This thoughtfully designed new townhome maximizes living space with modern features and plenty of storage. Step into the foyer and find the kitchen at the front of the home, complete with a large storage pantry and a convenient half bath. The kitchen flows seamlessly into the dining area and great room, creating an open layout perfect for entertaining. Sliding doors lead to your private outdoor lanai, ideal for relaxing or enjoying fresh air. Upstairs, you’ll discover a tech space, the primary suite, and a secondary suite, each with its own private bath. The laundry room is also located on the second floor for added convenience. Life at Skye Ranch means living in a gated, master-planned community in the heart of Sarasota, FL. Located at the intersection of Clark Road and Lorraine Road, this premier destination offers endless opportunities to explore, experience, and enjoy life. Taylor Morrison has taken care to preserve the natural beauty of the land, with grand old oaks, lush palms, forested wetlands, pristine lakes, and native wildlife creating a serene backdrop. Here, modern living meets nature’s charm. Additional Highlights Include: GE refrigerator, washer and dryer, extended tile flooring on main level, and whole house blinds. Photos are for representative purposes only. MLS#A4677052
7754 WANING MOON WAY, SARASOTA, FL 34241
$399,999244 Days on yellowkey MLS ID: A4669060
1 Days Off yellowkey (back on 4/23/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skye RanchVilla
Elementary School: Lakeview Elementary
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!
10628 ORBIT TER, SARASOTA, FL 34241
$285,384167 Days on yellowkey MLS ID: A4676994
1 Days Off yellowkey (back on 1/27/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1180 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Remarks: Under Construction. What's Special: Popular Plan | Close to Park Close to Trails | End Unit. New Construction - August Completion! Built by Taylor Morrison, America's Most Trusted Homebuilder. Welcome to the Hazel at 10628 Orbit Terrace in The Townes at Skye Ranch! This charming townhome offers 1,180 square feet of thoughtfully designed living space with 2 bedrooms and 2.5 bathrooms. Step inside to a bright foyer that flows into an open dining area and great room, perfect for gathering. Toward the back, you’ll find a convenient half bath and a modern kitchen with a spacious pantry and access to a private outdoor patio. Upstairs, enjoy a serene primary suite with two generous closets, a secondary bedroom, and a full bath. The laundry area is also located upstairs for easy access. Discover modern, open-concept townhomes nestled behind the gates in the master-planned community of Skye Ranch. Live in a place curated by Taylor Morrison's quality construction in the heart Sarasota, FL. Located at the intersection of Clark Road and Lorraine Road, it’s a premier destination with opportunities to explore, experience and enjoy life. And we took care to preserve the natural beauty and character of the land with grand old oaks and lush palms, forested wetlands, pristine lakes and native wildlife. Photos are for representative purposes only. MLS#A4676994
8592 SNOWFALL ST, SARASOTA, FL 34241
$646,931185 Days on yellowkey MLS ID: A4675754
1 Days Off yellowkey (back on 2/24/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2881 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSpa: NoSingle Family
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | Dedicated Study | Large Game Room | Gourmet Kitchen - New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Homebuilder. Welcome to the Anastasia at 8592 Snowfall Street in Cassia at Skye Ranch! This thoughtfully designed floor plan is perfect for Florida living, blending comfort and style throughout. From the front porch, the angled foyer leads to a convenient laundry room and powder bath. At the heart of the home, a designer kitchen with a spacious pantry opens to the dining area and great room, creating an ideal space for gathering. A private study with French doors adds flexibility, while the lanai extends your living space outdoors. The primary suite is tucked away for privacy and features a generous walk-in closet and a spa-inspired bath with dual vanities and an oversized shower. Upstairs, a loft and game room offer plenty of room to relax, along with three additional bedrooms—one with its own full bath and two sharing another. We chose a special place in the heart of Sarasota to build Skye Ranch. Located at the intersection of Clark Road and Lorraine Road, it’s a premier destination with opportunities to explore, experience and enjoy life, also zoned for Skye Ranch K-8 school. And we took care to preserve the natural beauty and character of the land with grand old oaks and lush palms, forested wetlands, pristine lakes and native wildlife. Miles of trails will connect you to nature, parks and the exceptional amenities within the Skye Ranch community. Additional Highlights include: pocket sliding door at gathering room, gourmet kitchen, game room, shower at bath 2, 8' interior doors throughout and impact windows. Photos are for representative purposes only. MLS#A4675754
540 S POLK DR, SARASOTA, FL 34236
$8,250,000134 Days on yellowkey MLS ID: A4681449
REDUCED by $400,000 (4.6%) on 05/29/2026
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5331 Built: 2025 Tax: $20,946 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$20,946
Remarks: This exquisite residence combines sophisticated contemporary design with exceptional income-producing potential, offering 9,258 square feet of resort-style living just steps from the Gulf beaches. With 5,331 square feet of refined interior space and a curated collection of premium furnishings, the home is ideal as a luxurious family retreat or a high-performing corporate getaway. Zoned for seven-day rentals and supported by a strong rental history, the property commands approximately $1,800 per night in season and $1,300 per night out of season, making it an attractive opportunity for investors or business owners seeking both personal enjoyment and revenue generation. The gourmet kitchen centers around a waterfall-edge island and features a Sub-Zero refrigerator, Wolf eight-burner gas range, dual dishwashers, floating shelves and sleek European-style cabinetry. Bespoke finishes elevate every space, including quartz countertops, designer lighting, an interior elevator, custom tambour wood walls, artisanal iron stair rails, 7-inch baseboards and 8-foot interior doors. Each floor includes a wet bar with beverage refrigerators, ice makers or dishwashers, creating effortless flow for entertaining. The primary suite offers a serene private retreat with walk-in closets and a spa-inspired bath featuring a backlit marble wall, designer fixtures and a walk-in shower with rain and handheld showerheads. Five additional bedrooms each feature uniquely designed en-suite baths with custom mirrors, distinctive tilework, sleek cabinetry and under-lit vanities. Outdoor living is extraordinary, with more than 3,300 square feet of covered patios and six balconies culminating in a rooftop deck with 360-degree views of the Gulf, bay and city skyline. The summer kitchen includes a Heston Aspire grill and wet bar. The fenced backyard is a tropical oasis with a heated saltwater pool, waterfall, fiber-optic lighting, a 12-person spa and a private putting green. Multiple lounging and dining areas accommodate everything from family gatherings to corporate retreats, complete with TVs, beverage refrigerators and game spaces for pool or ping pong. Advanced smart-home technology includes a comprehensive surveillance system with high-definition cameras, whole-property Wi-Fi, intelligent access control, programmable architectural lighting and motorized window treatments. A Sonos multi-room audio system and 12 high-definition TVs enhance entertainment throughout. Architectural highlights include stacked-stone and wood cladding, horizontal balcony rails, and Ipe wood on balconies and the rooftop deck. Hurricane-rated windows and doors, tongue-and-groove ceilings and travertine pavers complete the exterior. Ideally located near pristine Gulf beaches, St. Armands Circle and downtown Sarasota’s dining, arts and entertainment, this residence offers the rare combination of luxury living, strong rental income and exceptional appeal for families, executives or investors.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Kathleen Wingate (813-731-3332)
631 N ORANGE AVE #208, SARASOTA, FL 34236
$309,900226 Days on yellowkey MLS ID: A4671326
REDUCED by $20,000 (6.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 784 Built: 1982 Tax: $2,508 (2024)Community: Mentone CourtSpa: NoCondo
Taxes:$2,508
Remarks: One or more photo(s) has been virtually staged. Exceptional downtown Sarasota value in the heart of the Rosemary District. One of only a few two-bedroom, two-bath residences currently available under $350,000 in the entire downtown Sarasota market, this beautifully updated second-floor corner residence at Mentone Court offers an increasingly rare opportunity to enjoy walkable city living with low ownership costs, covered parking, and immediate access to Sarasota’s dining, shopping, and cultural attractions. Located within the charming Mentone Court community of just 16 residences, this elevated complex sits above the flood plain and includes assigned covered parking for Unit #208. The professionally managed association offers remarkably low HOA fees that include master insurance on the building, water, sewer, trash, landscaping, exterior maintenance, and reserve funding—providing exceptional value and peace of mind. The community is fully funded with no planned special assessments and is exempt from milestone inspection requirements due to its low-rise construction. Inside, the bright and thoughtfully designed layout feels open and spacious with high ceilings, large-format porcelain tile flooring, recessed lighting, and five closets for ample storage. Tropical-inspired paint tones, plantation shutters, and updated finishes create a clean, contemporary atmosphere throughout. The kitchen features refinished solid-wood cabinetry, granite countertops, under-cabinet lighting, and a striking pearlescent subway tile backsplash. Brand-new appliances—including an induction range, dishwasher, and refrigerator—have never been used, while a newer HVAC system and four Hunter remote-control ceiling fans enhance efficiency and comfort. Both bathrooms have been updated, offering a pristine cast-iron tub in one bath and an oversized walk-in shower with classic white subway tile in the other. The spacious primary bedroom easily accommodates a king-sized bed and features a California-style walk-in closet. A stacked washer and dryer are also included for added convenience. One of the residence’s standout features is the oversized screened lanai, accessed through a 12-foot sliding glass door and protected by a motorized Kevlar storm and sunshade system rated for Category 5 hurricane protection. Complete with battery backup and MagnaTrack technology, the screen also functions as a sunshade for year-round outdoor enjoyment. Mentone Court enjoys a “Walker’s Paradise” location with a walkability score of 92. Citrus Square—with multiple restaurants offering outdoor dining—is located less than a block away, while Main Street’s cafés, boutiques, Whole Foods, waterfront parks, and downtown Sarasota’s cultural attractions are all within easy walking distance. Residents also enjoy close proximity to Payne Park and the Legacy Trail, while nearby Bay Runner trolley access offers convenient transportation to St. Armands Circle, Lido Beach, and South Lido Park. Whether you are searching for a seasonal retreat, investment property, downtown pied-à-terre, or full-time residence, Unit #208 offers an exceptional opportunity to enjoy affordable downtown Sarasota living with easy beach access and outstanding walkability.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
631 N ORANGE AVE #107, SARASOTA, FL 34236
$339,900334 Days on yellowkey MLS ID: A4659021
REDUCED by $20,000 (5.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 784 Built: 1982 Tax: $2,713 (2024)Community: Mentone CourtCondo
Taxes:$2,713
Remarks: Downtown Sarasota living becomes exceptionally attainable with this beautifully renovated first-floor residence in the heart of the Rosemary District. One of only a handful of two-bedroom, two-bath residences currently available under $400,000 in the downtown Sarasota market, this move-in-ready home offers an unmatched combination of walkability, modern updates, low ownership costs, and immediate access to Sarasota’s vibrant urban lifestyle. Located within the charming Mentone Court community of just 16 residences, this beautifully updated unit sits above the flood plain and includes assigned covered parking only steps from the front door. Positioned within a “Walker’s Paradise” location, the residence is just a five-minute stroll to Main Street’s dining, boutiques, and cafés, a few blocks from Whole Foods, and moments from the Rosemary District’s growing collection of restaurants and outdoor gathering spaces. Citrus Square—located less than a block away—offers additional dining options and convenient access to the Bay Runner trolley and public scooter transportation for effortless connectivity throughout downtown Sarasota and the beaches. Inside, the residence has been extensively renovated and thoughtfully designed with a clean, contemporary aesthetic. High ceilings, porcelain tile flooring, 5-inch baseboards, plantation shutters, and four closets create a bright and spacious atmosphere throughout the more than 1,000-square-foot layout. The open-concept kitchen features quartz countertops, handcrafted Moroccan Zellige tile backsplash and island accents, solid hickory dovetailed cabinetry, and new Samsung smart Wi-Fi appliances including an induction range and quiet dishwasher. Both bathrooms have been beautifully reimagined with designer tile, Kohler Awaken fixtures, Choreograph shower systems, and premium glass enclosures, while a new LG heat pump washer and dryer adds everyday convenience. The residence is being offered furnished, including most furnishings, artwork, and a 75-inch Frame television, creating an ideal turnkey downtown residence, investment property, or seasonal pied-à-terre. One of the home’s standout features is the oversized private lanai with storage closet, opening directly to a tranquil green space and private gated access toward Citrus Square. A motorized Kevlar storm and sunshade system rated for Category 5 hurricane protection enhances both security and year-round usability. Mentone Court offers exceptional value with low HOA fees that include master insurance on the structure, water, sewer, trash, landscaping, exterior maintenance, and reserve funding. The professionally managed association is fully funded with no planned special assessments. The community is exempt from milestone inspection requirements due to its low-rise construction and has never experienced storm damage. Perfectly positioned near Payne Park and the Legacy Trail, the residence also offers convenient access to St. Armands Circle, Lido Beach, Longboat Key, Sarasota-Bradenton International Airport, and downtown Sarasota’s renowned cultural attractions including theaters, galleries, waterfront parks, and fine dining. Stylish, low-maintenance, and exceptionally walkable, this downtown Sarasota residence delivers an outstanding opportunity to enjoy elegant city living with easy beach access.
2344 LINDSTROM ST, SARASOTA, FL 34237
$699,000202 Days on yellowkey MLS ID: A4673245
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1757 Built: 2022Monthly Fee: $656 Tax: $8,253 (2024)Community: Payne ParkTownhouse
Taxes:$8,253
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
Remarks: Discover effortless Sarasota living in this immaculate turnkey-furnished end unit, ideally positioned in the heart of Payne Park, one of Sarasota’s most vibrant and dog-friendly recreational destinations. This beautifully maintained residence feels like new and is the only property in the community with its own private fenced yard, a rare perk perfect for outdoor dining, gardening, or giving pets secure space to roam. Inside, the home impresses with vaulted ceilings on the main living level, an open floor plan, and a gourmet kitchen ideal for entertaining. Both bedrooms are ensuite, providing comfort and privacy for residents and guests. Upstairs, a large bonus room offers incredible flexibility, perfect for a den, office, media room, or even a third bedroom. A spacious two-car garage adds convenience and additional storage. Living in Payne Park enhances every day with its lush walking trails, dog-friendly paths and open green spaces, expansive playground, popular skate park, tennis center, disc golf course, and shaded picnic areas. The community also features a resort-style pool and bocce ball courts, creating an inviting setting to relax and enjoy the Florida lifestyle. From this prime location, you’re just minutes to downtown Sarasota, known for its vibrant arts scene, top-rated dining, boutiques, theaters, and weekly farmers market. And with Siesta Key and Lido Beach a short drive away, the best of Sarasota’s coastal living is always within reach. Offering exceptional amenities, unmatched convenience, and true move-in-ready appeal, this Payne Park gem delivers the perfect blend of comfort, lifestyle, and vibrant Florida living.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Stephanie Paxton (941-932-5509)
50 CENTRAL AVE #16-C, SARASOTA, FL 34236
$1,499,00072 Days on yellowkey MLS ID: A4689102
1 Days Off yellowkey (back on 5/19/2026)
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2003 Tax: $19,640 (2025)Community: Plaza @ Five PointsCondo
Taxes:$19,640
Remarks: One or more photo(s) has been virtually staged. Experience elevated downtown living at 50 Central – The Plaza at Five Points, a boutique luxury high-rise offering an exclusive blend of upscale commercial space and just 49 private residences. Perched on the 16th floor, Residence 16C showcases 2,117 square feet of living space with 2 generously sized bedrooms, 3 full bathrooms, and a versatile office/den. Floor-to-ceiling windows and sliding glass doors frame sweeping views of the city skyline and Sarasota Bay, while two private, covered balconies provide the perfect setting to relax and take in the scenery. The residence has been freshly painted and is ready for your personal vision. A bright, welcoming foyer opens into a thoughtfully designed interior. The sleek, modern kitchen features European-style cabinetry, efficient use of space, and a raised breakfast bar ideal for casual dining or entertaining. The primary suite offers a spa-like retreat with dual vanities, abundant storage, a walk-in shower, and a soaking tub. Both the primary and guest bedrooms enjoy direct balcony access. Additional highlights include a separate laundry room with sink and well-appointed guest bathrooms with tub/shower combinations. This unit includes two deeded garage parking spaces and a private storage unit for added convenience. Residents of Plaza at Five Points enjoy a full suite of amenities, including a well-equipped fitness center, concierge services, secure controlled access, and valet parking. A private guest suite with direct pool access ensures visitors are comfortably accommodated. Outdoor amenities feature a heated pool and spa, grilling area, and a cabana with gazebo. The beautifully refreshed clubroom overlooks the pool deck and includes a catering kitchen, fireplace, and conference room. Completed in 2005 and built to modern hurricane standards, this sought-after building is known for its solid construction and intimate, boutique atmosphere. Located in the heart of downtown, you are just steps from the Sarasota Opera House, vibrant art galleries, theaters, shopping, and top-rated dining. Nearby attractions include Marina Jack, St. Armands Circle, Lido Beach, Siesta Key Beach, Marie Selby Botanical Gardens, and the Van Wezel Performing Arts Center, with Sarasota-Bradenton International Airport just a short drive away. Residence 16C offers a refined yet relaxed lifestyle in one of Sarasota’s most desirable downtown addresses. Vacant and easy to show—schedule your private tour today.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniela Soiman (941-779-4797)
1695 HYDE PARK ST, SARASOTA, FL 34239
$1,895,000145 Days on yellowkey MLS ID: A4679534
REDUCED by $104,999 (5.2%) on 05/29/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2939 Built: 2004 Tax: $18,817 (2025)Community: Mckune SubSpa: YesSingle Family
Taxes:$18,817
Elementary School: Southside Elementary
Remarks: Exceptional Living in Sarasota's Premier Southside Village. Discover quality living in one of Sarasota's most sought-after addresses. This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an excellent combination of thoughtful design, premium finishes, and an enviable location just half a block from the vibrant shops and restaurants of Southside Village. The heart of this home is a spacious great room with soaring 18-foot ceiling and tasteful hand-hewn hardwood oak flooring that exudes warmth and character. A convenient dry bar equipped with its own refrigerator, wine cooler, and adjacent powder room makes entertaining effortless. Integrated surround sound creates the perfect ambiance throughout the first floor, while French doors open to a generous 20' x 12' screened lanai featuring a private relaxing hot tub. The thoughtfully designed kitchen is well suited for the culinary enthusiast, featuring an abundance of custom cabinetry with pull-out shelves, under-cabinet lighting, and expansive counter space. Premium appliances include an island-mounted DCS gas range with professional-grade hood, Sub-Zero refrigerator, Bosch dishwasher, and a built-in Miele espresso/cappuccino maker for your morning ritual. The adjacent dining area provides ample space for gathering family and friends around the table. A downstairs office showcases custom-built cabinetry and shelving, creating an ideal work-from-home environment. Quality touches throughout include solid wood core doors and a convenient in-wall vacuum system. Retreat to your spacious primary bedroom where French doors open to a private balcony overlooking mature, lush landscaping. Dual walk-in closets feature organized closet systems, while the spa-inspired en-suite bath boasts stone countertops, a solid wood vanity with dual sinks, an oversized shower with rainfall sunflower head, and a stunning Oceania jacuzzi soaking tub. Two spacious secondary bedrooms share a Jack and Jill bathroom perfect for family or guests. The upstairs laundry room is thoughtfully equipped with its own sink, folding table, and storage cabinetry. A fully equipped outdoor kitchen and patio bar complete with refrigerator, sink, gas grill w/range hood, kegerator, and granite bar provide a great gathering spot. Hurricane impact windows throughout, a metal roof, and resilient Hardie board siding provide exceptional protection against Florida's elements. Situated 20+ feet above base flood elevation, flood insurance is not required, offering both security and long-term savings. 3-car carport. In addition to the amenities of Southside Village you're in close proximity to Sarasota Memorial Hospital, downtown Sarasota, top-rated schools including Sarasota High and Southside Elementary and only 5 miles to world-renowned Siesta Key beach Everything you love about Sarasota living is moments away. This exceptional residence offers the complete package: prime location, superior construction, thoughtful amenities, and the ultimate Sarasota lifestyle. Schedule your private showing today. ________________________________________
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Conrad (941-544-0143)
8111 SANTA ROSA CT, SARASOTA, FL 34243
$1,200,000150 Days on yellowkey MLS ID: A4679494
INCREASED by $50,000 (4.3%) on 04/02/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3661 Built: 2007Monthly Fee: $200 Tax: $10,406 (2024)Community: Sonoma Ph ISpa: YesSingle Family
Taxes:$10,406
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: A rare offering in a gated Sarasota community—this luxury, solar-powered pool home with a generator delivers scale, security, and elevated Florida living. Designed for discerning buyers who value space, reliability, and thoughtful upgrades, this residence offers 5 bedrooms plus a bonus room and 3.5 baths, providing exceptional flexibility for refined modern lifestyles, multigenerational living, or executive work-from-home needs. Welcome to 8111 Santa Rosa Court, gracefully positioned on a quiet cul-de-sac where privacy meets convenience. Inside, the home has been extensively upgraded with intention and care. New laminate flooring and interior paint were completed in 2022, followed by fully remodeled bathrooms in early 2023. The kitchen was reimagined in 2025 with new cabinetry and epoxy countertops, paired with updated kitchen appliances and laundry installed in 2022, creating a space that is both functional and beautiful. This home stands apart for its infrastructure and preparedness. New AC systems and a new water heater (2022), solar panels installed in 2022, and a whole-house generator provide exceptional energy efficiency, resilience, and peace of mind—features increasingly sought after in luxury Florida real estate. Outdoors, the private pool area has been transformed into a resort-style retreat. Upgrades include a new pump, filter, heater, and automation system (2022), a rescreened pool enclosure (2022), and a complete resurfacing with new tile and pavers (2024)—ideal for elegant entertaining or tranquil everyday enjoyment. Located moments from shopping, dining, UTC Mall, major roadways, and Sarasota’s world-renowned beaches, this move-in-ready home offers a rare combination of space, upgrades, energy-conscious living, and gated-community privacy. Currently tenant-occupied with an active lease in place. Lease details available upon request.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
7860 PALM AIRE LN #105, SARASOTA, FL 34243
$209,000120 Days on yellowkey MLS ID: A4683450
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1977 Tax: $3,130 (2025)Community: Palm-Aire At Sarasota 8-ACondo
Taxes:$3,130
Remarks: "MOTIVATED SELLER" Live the Florida golf lifestyle! This 2-bedroom, 2-bath first-floor condo sits directly on the 7th hole of the Palm Aire Champions Course, offering tranquil fairway views right from your living space. Tile floors throughout make for easy upkeep, while the open floor plan creates a bright and inviting atmosphere. The first-floor location means no steps and easy access — perfect for seasonal or year-round living. Relax on your lanai watching golfers pass by, enjoy the beautifully maintained grounds, and take advantage of Palm Aire’s prime location near UTC shopping, dining, and just a short drive to the Gulf beaches.
Listing is courtesy of: PALM AIRE REALTY PARTNERS LLC (941-355-6300)
Listing Agent: Stephen Sowards, Jr (941-539-7501)
721 N OSPREY AVE, SARASOTA, FL 34236
$639,800242 Days on yellowkey MLS ID: C7516619
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1484 Built: 1973 Tax: $6,828 (2024)Community: Schindler SubApartment
Taxes:$6,828
Remarks: Prime Sarasota DTN Zoning property. Discover this beautifully remodeled duplex ideally located just minutes from Lido Beach, St. Armands Circle, and downtown Sarasota. Each unit features 2 bedrooms and 1 bathroom, Newer Roof, Newer Air conditioners, offering bright, open living spaces with updated finishes throughout. The interiors have been tastefully remodeled, complemented by new windows that bring in plenty of natural light. Outside, enjoy a newly installed paver driveway providing great curb appeal and low-maintenance living. Perfect opportunity for an investor or owner-occupant looking for income potential in a prime Sarasota location.
Listing is courtesy of: PROPERTY LIONS REALTY, INC (941-456-2676)
Listing Agent: Matthew Rhoden (941-456-2676)
4767 WINSLOW BEACON #25, SARASOTA, FL 34235
$235,000158 Days on yellowkey MLS ID: A4678249
REDUCED by $8,000 (3.3%) on 05/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1984 Tax: $2,795 (2025)Community: Winslow BeaconCondo
Taxes:$2,795
Remarks: Welcome to the Winslow Beacon community located in The Meadows! Enjoy ownership of a ground floor corner unit located in the Meadows, one of the premier golf communities in Sarasota. This turn-key 2 bedroom /2 bathroom unit is tastefully decorated and includes washer and dryer, so you can move right in. The screened lanai offers privacy and a quiet, wooded setting, with the community pool only a few steps away. The master bedroom has sliding glass doors to your patio area and a walk-in closet. Brand new dishwasher and 2022 UV light AC system. The community has been well-maintained and completely renovated, including new paint and roofs on the buildings, the parking lots resurfaced, plus the pool has been resurfaced and tiled, along with the decking. The pool bathrooms have also been upgraded. The pool is just steps from your back door! The community is quiet and private with natural views. The Meadows is an award winning master planned community utilizing the natural landscape to create over 14 miles of trails, and 80 lakes with abundant wildlife. The optional Meadows Country Club offers three 18 hole golf courses, 16 lighted tennis/ pickleball courts, a jr. Olympic swimming pool with spa, and a fitness center.
Listing Agent: Steven Howard (941-957-8511)
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