Location: Sarasota
Do Not Show Listings
5354 MYRTLE WOOD #50, SARASOTA, FL 34235
$255,90095 Days on yellowkey MLS ID: A4677059
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981Monthly Fee: $592 Tax: $2,906 (2024)Community: SomersetVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,906
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Welcome to a move-in-ready villa offering effortless Florida living in one of the most sought-after enclaves within The Meadows—where tree-lined streets, mature landscaping, and an active outdoor lifestyle define the experience. Perfectly positioned on a quiet street just moments from community pools and miles of scenic trails, this residence delivers both privacy and immediate access to everything that makes The Meadows so desirable. Inside, vaulted ceilings and an open, light-filled layout create an inviting sense of space, while recent updates—including fresh interior paint and new flooring—provide a clean, modern feel with minimal effort required. The great room seamlessly opens through a full wall of sliding glass doors to a screened lanai surrounded by lush greenery—an ideal setting for morning coffee or a relaxed evening. The kitchen offers a functional and stylish workspace with stone countertops, stainless steel appliances, ample storage, and its own access to a private front lanai. The split-bedroom floor plan enhances comfort and flexibility, with a private primary suite tucked at the rear of the home featuring dual closets and a walk-in shower. A second bedroom with an ensuite bath at the front provides an ideal space for guests or a home office. A dedicated laundry area adds to the home’s practical design. Living in The Meadows means enjoying a 1,650-acre park-like community with over 14 miles of trails, 85 lakes, and optional memberships to golf, tennis, pickleball, a junior Olympic pool, and a fitness center. Just minutes from Nathan Benderson Park, the vibrant shopping and dining at University Town Center, downtown Sarasota, and the renowned beaches of Siesta Key and Lido Key, this villa offers the ideal balance of convenience, lifestyle, and value—whether as a full-time residence or seasonal retreat. Make an appointment to see this villa today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Andy Scherer (315-264-0944)
2324 RIVERWOOD PINES DR, SARASOTA, FL 34231
$599,00031 Days on yellowkey MLS ID: N6143475
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1741 Built: 1974 Tax: $2,167 (2025)Community: Riverwood PinesSingle Family
Taxes:$2,167
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Riverview Middle
Remarks: Under contract-accepting backup offers. Welcome to 2324 Riverwood Pines Dr — a fully renovated, TURN KEY move-in ready home offering quality upgrades, functional space, and an exceptional outdoor living experience. This solid BLOCK construction property NO FLOOD ZONE features approximately 1,750 sq ft of living space and has been extensively updated throughout. Recent improvements include a BRAND NEW ROOF (2025), IMPACT WINDOWS, and a NEWER AC system (2020), providing peace of mind and long-term value. The home is also located outside of a designated flood zone. Inside, the home has been completely modernized with a new kitchen, updated bathrooms, new flooring throughout, and fresh interior and exterior paint. The layout is both practical and inviting, designed for comfortable everyday living and easy entertaining. The outdoor space is a standout feature, offering a large backyard with an oversized pool and expansive patio area, ideal for hosting or relaxing in a private setting. Additional highlights include new landscaping and an oversized two-car garage, providing ample storage and convenience. This is a rare opportunity to own a fully updated home with major improvements already completed, combining style, functionality, and peace of mind in one property.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-451-2025)
Listing Agent: David Melman (941-525-7004)
1780 PHILLIPPI SHORES DR #A3-14, SARASOTA, FL 34231
$74,90022 Days on yellowkey MLS ID: A4687869
0 Days Off yellowkey (back on 4/1/2026)
Bed: Bath: 0.0 Tax: $547 (2025)Community: Phillippi Harbor ClubDock-Rackominium
Taxes:$547
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Prime rackominium opportunity at Phillippi Harbor Club on Phillippi Creek! Unit #A3-14 offers a spacious 31½'L x 9'W x 9'H rack, perfect for your boat in a secure, hurricane-protected building. This location delivers everything serious boaters love: convenient valet service, discounted onsite fuel, wash stations, showers, fish cleaning areas, grills, ample parking, and personal storage lockers. The accommodating staff handles the heavy lifting so you can focus on enjoying the water. Just 4 minutes to the Intracoastal with no fixed bridges — Sarasota Bay minutes to the north, and Venice is a quick, protected run south. If you want protected storage, quick access, and a true boating community, this rack is ideal.
Listing is courtesy of: SARASOTA REAL ESTATE GROUP (941-922-8400)
Listing Agent: John Woodward (941-922-8400)
6627 38TH LN E, SARASOTA, FL 34243
$699,00066 Days on yellowkey MLS ID: A4677863
1 Days Off yellowkey (back on 4/1/2026)
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3425 Built: 2007Monthly Fee: $200 Tax: $3,904 (2025)Community: Cascades At Sarasota Ph IvSingle Family
Taxes:$3,904
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. BACK-UPS BEING ACEPTED Welcome to this beautiful custom designed six bedroom four bathroom home with a commanding stately architectural presence. *Click on the video link above to tour*. A grand entryway showcases columns, graceful archways, rounded corners, and soaring *10-foot ceilings* throughout, reflecting craftsmanship at every turn. The formal dining room is highlighted by a custom marble inlay floor and generous space for hosting memorable gatherings. The gourmet kitchen is thoughtfully designed for both everyday living and entertaining, featuring abundant cabinetry, a central prep island, double ovens, *new refrigerator and microwave (2024)*, a dedicated coffee station, reverse osmosis filtration, built-in pantry and a display case with glass cabinetry to display fine china and collectibles. The kitchen opens seamlessly to the family room, creating a warm and connected entertaining space. The expansive family room offers a sophisticated yet comfortable setting with a feature wall designed to accommodate large format television. Triple pocket sliding doors fully retract, along with two additional sliding doors opens to create the home’s spectacular resort style outdoor living area. Here, a large swimming pool and built in Jacuzzi are enclosed within a dramatic *newly restored (2024)* two story screened lanai. The *new pool heater (2025)*, allows for year-round enjoyment. An outdoor kitchen with a *new mini beverage refrigerator (2026)*, sink and grill completes the space, ideal for elegant entertaining or relaxed poolside dining. Just off the family room, a versatile bonus space provides an area perfect for a media lounge, home theater, reading retreat, or entertainment room enhanced by custom architectural cutouts. A first floor guest bedroom and full bath offer a private and comfortable suite for visiting family or friends. The spacious indoor laundry room with *new washer (2025) and dryer (2019)*, is near kitchen located by entrance of the abundant three car garage. Upstairs, a sweeping wrought-iron staircase leads to thoughtfully designed living quarters. Two spacious bedrooms share a large Jack-and-Jill bath, while an additional bedroom with its own private bath serves as an ideal retreat for a teenager or extended guest. A generous private office with walk-in storage creates an exceptional work from home environment and can easily function as a nursery. French doors open to the expansive primary suite, featuring 10-foot tray ceilings, an oversized walk-in closet, and a spa-inspired bath with dual vanities, a glass-enclosed dual-head shower, and a luxurious soaking tub all under a *new roof (2024)*. The home provides home security system as well as *new upstairs a/c unit (2024) and downstairs a/c unit (2023)* and energy efficient insulated windows for peace of mind. Residents enjoy a meticulously maintained community with lush green spaces and scenic lakes. For convenience, HOA services include community pool access, Spectrum internet and television, and operation and testing of individual sprinkler systems. Perfectly positioned between University Parkway and SR 70, this distinguished residence offers effortless access to Interstate 75, U.S. 301, Sarasota–Bradenton International Airport, and the region’s world-class beaches and St. Armands Circle to deliver the ideal balance of convenience and refined Florida living. Make this house your next home!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kimberly Mcmahon (941-812-5092)
743 STONECREST DR, SARASOTA, FL 34232
$719,999312 Days on yellowkey MLS ID: A4654945
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 2Single Family
Taxes:$3,149
Elementary School: Fruitville Elementary
High School: Sarasota High
Middle School: McIntosh Middle
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)
6006 ANISE DR, SARASOTA, FL 34238
$998,00081 Days on yellowkey MLS ID: A4680178
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4761 Built: 2017Monthly Fee: $193 Tax: $6,679 (2025)Community: Arbor Lakes On Palmer RanchSingle Family
Taxes:$6,679
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to the premier community of Arbor Lakes at Palmer Ranch, a life-style community. Just minutes to Siesta Key Beach, downtown Sarasota, top rated schools, shopping, restaurants, public parks, Legacy Bike Trail, and easy access to I-75. One owner home of 4761 sqft, 5 bedroom, 5 bath home! This lovely two story home has it all! Meticulously maintained, designer features and finishes throughout. Your tranquil homesite has panoramic lake views both front and back. Don't forget to take advantage of the resort style amenity center featuring a resort style pool, hot tub, splash park, beach volleyball, full size basketball court, fire pit and playground! For those with pets, the community also offers a large fenced in dog park. Centrally located to everything in the area and only 6 miles to Siesta Key! Low HOA and no CDD fees .Don't miss the chance to own this exceptional home in one of Sarasota's most coveted communities. Recently, this community was assigned to newly built Skype Ranch School zone. Schedule a showing today and see for yourself how this home can meet your family's needs and more.cently
Listing is courtesy of: FLORIDA MORNING REALTY LLC (941-441-5990)
Listing Agent: Lilian Young Yang (941-441-5990)
4360 SWIFT RD, SARASOTA, FL 34231
$320,00046 Days on yellowkey MLS ID: A4684014
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1139 Built: 1984 Tax: $2,008 (2025)Community: Forest HillsSingle Family
Taxes:$2,008
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Prime Investment Opportunity in Central Sarasota, and perfect for first-time buyers! No HOA. Strong potential, solid upgrades, and a location that consistently attracts tenants! This 2-bedroom, 2-bath property checks the boxes for investors seeking reliable returns. Start your mornings by opening the sliding glass doors to the porch, coffee in hand, Florida sunshine all around. Updated between 2008-2010, the home features double-pane windows, granite countertops, and solid wood cabinetry in the kitchen and bathrooms, along with smooth ceilings and crown moldings for a clean, polished finish. Major capital improvements are already completed: new roof (2020), new A/C and water heater (2022), reducing near-term expense risk. Hurricane bracing on the rear of the garage door adds additional structural value. No HOA means fewer restrictions and greater flexibility for a long-term rental strategy. Centrally located near top-rated schools, Downtown Sarasota, and just minutes to area beaches, a high-demand rental corridor with consistent occupancy appeal. This property offers strong rental potential, long-term upside, or the perfect opportunity to personalize and make it your own. Opportunities in this price point and location are limited. Secure your next income-producing asset today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keiko Donnelly (941-544-4664)
7254 OAK MOSS DR #72, SARASOTA, FL 34241
$389,000177 Days on yellowkey MLS ID: A4669106
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2018 Built: 1990Monthly Fee: $56 Tax: $2,766 (2024)Community: Hammocks IvVilla
Taxes:$2,766
Remarks: Under contract-accepting backup offers. Priced to sell. Welcome to Bent Tree, Sarasota's premier gated community, ideally located near I75 with easy access to Siesta Key's beaches and vibrant downtown Sarasota with plenty of shopping and world-class dining nearby. This completely renovated 3 bedroom/2 Bath, 2018 square foot single floor villa, surrounded by mature oak trees and lush landscaping, sets itself apart. For starters, this is a block home, not a wood-framed home as price compared with other sections of Hammocks. It also has one of the best locations in Hammocks IV with stunning garden views, more privacy and only a few steps from the community's heated pool. The nearby Bent Tree Golf Club provides optional membership for golf enthusiasts. This tastefully updated villa offers soaring vaulted ceilings (w/all popcorn removed for a sleek finish), skylights and gorgeous Brazilian teak hardwood floors coupled with Italian porcelain tile in wet areas. The bright and modern kitchen offers lots of storage space with soft close cabinets, beautiful Quartz countertops and brand new sleek stainless steel appliances. The primary bedroom has two custom built walk-in closets. There is also a huge walk-in shower and a large tub for relaxation. The guest suite area can be completely closed off for privacy, and offers an updated guest bath with custom vanity, stone top, designer fixtures and glass shower enclosure. The interior finished laundry room features a sink, as well as extra cabinet storage. Other features & updates include a new hot water heater, new A/C system, epoxy garage floor, all new LED lighting, new ceiling fans, extended screened lanai and so much more. The grounds are meticulously maintained by the association, perfect for that maintenance free lifestyle. Exterior painting, pest control, basic cable, roof cleaning and replacement are all included in HOA fee as well. Don't miss out on this fantastic opportunity to own a beautiful move-in-ready villa. See link for virtual tour under facts & features on Zillow or paste this link into your browser bar and video will play. https://cmsphotography.hd.pics/7254-Oak-Moss-Dr
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Kim Bliss Yniguez (941-812-5062)
1111 N GULFSTREAM AVE #8D, SARASOTA, FL 34236
$775,00078 Days on yellowkey MLS ID: A4680100
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1736 Built: 1974 Tax: $12,114 (2025)Community: One WatergateCondo
Taxes:$12,114
Remarks: Experience Sarasota living at its finest. This beautifully positioned 8th-floor residence in One Watergate, located at the gateway to Downtown Sarasota, showcases expansive views of the bay and open waters, reaching across Siesta Key, Lido Key, Longboat Key, and the sparkling coastline beyond. With 1,736 sq ft of interior space, this residence offers generous room to create the home you’ve imagined. It features 2 bedrooms, 2 bathrooms, and a dedicated laundry room that can easily be reimagined as an office or flex space. Floor-to-ceiling impact-rated windows and sliding doors brighten the interior and highlight the stunning water views, while the wrap-around balcony extends your living space outdoors. A wonderful opportunity awaits for you to redesign or modernize to suit your style. The layout offers excellent potential to open spaces and craft a more contemporary, open-concept feel. Residents of One Watergate enjoy a collection of premium amenities, including a heated pool, tennis and pickleball courts, a fitness center, a clubroom, and beautifully maintained grounds. Everyday conveniences include onsite management, secured building access, assigned garage parking, guest parking, EV charging stations, and bike/kayak storage. The in-unit washer/dryer, a rarity within the building, adds even more convenience to this exceptional home. With the lobby and common areas currently being updated, the community is embracing a fresh, modern ambiance. Its prime location places you minutes from Sarasota’s celebrated dining, theaters, shopping districts, marina, and cultural attractions. Let your creativity shape this home into something extraordinary, bring your ideas to life and don’t miss the chance to own in one of Sarasota’s most sought-after neighborhoods. Sold as-is.
Listing is courtesy of: PALM PARADISE REALTY GROUP (239-955-7256)
Listing Agent: Maria Domenech (978-204-3219)
3217 TEAL AVE, SARASOTA, FL 34232
$319,90053 Days on yellowkey MLS ID: A4682931
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1096 Built: 1956 Tax: $2,238 (2025)Community: Sarasota SpringsSingle Family
Taxes:$2,238
Elementary School: Brentwood Elementary
Remarks: Welcome to your move-in-ready Sarasota home offering easy, low-maintenance living with terrazzo flooring throughout and a bright Florida room that adds flexible space for dining, lounging, or work-from-home needs! A newer roof and other upgrades await! A spacious backyard provides room to relax or customize to your vision. Centrally located near shopping, dining, Downtown Sarasota, and top rated beaches, this property is an excellent option for an income-producing rental, a first-time homebuyer, or someone looking to downsize without sacrificing comfort or convenience. Call to schedule a time to see this fantastic property for yourself!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
50 CENTRAL AVE #17PHD, SARASOTA, FL 34236
$3,200,000355 Days on yellowkey MLS ID: A4650526
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4095 Built: 2005 Tax: $34,554 (2024)Community: Plaza At 05 Points ResidencesCondo
Taxes:$34,554
Elementary School: Alta Vista Elementary
Remarks: Penthouse Perfection in the Heart of Downtown Sarasota — The Plaza at Five Points Poised high above the vibrant cultural epicenter of Sarasota, this exceptionally renovated 17th-floor penthouse at The Plaza at Five Points epitomizes modern elegance and urban sophistication. Perfectly situated across from Five Points Park, The Selby Library, and the Sarasota Opera House, this distinguished residence places you steps from world-class dining, galleries, theaters, and boutique shopping. With floor-to-ceiling windows and an expansive open-plan layout, this luxurious home in the sky offers breathtaking, panoramic vistas that sweep across the city skyline, Sarasota Bay, the marina, and onward to the shimmering horizon of the Gulf of Mexico. The terrace invites tranquil mornings and unforgettable sunsets, framing the coastal beauty of Florida at its finest. Designed for both effortless entertaining and serene living, the interior boasts soaring volume ceilings and exquisite contemporary finishes throughout. The main living space is a masterclass in modern design, featuring refined stone flooring, custom built-ins, a striking marble-clad gas fireplace, and a fully integrated wet bar with stone counter and led illumination. The gourmet kitchen is a chef’s dream—adorned with new sleek cabinetry, stone countertops, cabinet paneled refrigerator and high-end stainless-steel appliances, a spacious island, large eat in area, and designer tile backsplash - all blending style with functionality. The primary suite is a private sanctuary, complete with a secluded terrace, dual luxurious bathrooms, and generous his-and-her walk-in closets. A sumptuous Jacuzzi tub, separate walk-in shower, and elegant stone finishes elevate the spa-like ambiance. Two additional en-suite bedrooms—one of which serves as a sophisticated study with built-in storage and a hidden Murphy bed—offer privacy, versatility, and guest accommodations of the highest standard. Life at The Plaza at Five Points is defined by its world-class amenities and unwavering attention to detail. Residents enjoy a private, secured lobby entrance, full-time concierge, and valet services. Socialize or entertain in the elegant club room with a fireplace and catering kitchen, hold meetings in the professional conference room, or unwind in the rooftop heated pool and spa, surrounded by expansive sun decks and covered lounging areas. Additional amenities include a fully equipped state-of-the-art fitness center, a furnished guest suite, gazebo and grill area, and a Grand Motor Court. This penthouse residence also includes two secure garage parking spaces and an oversized, climate-controlled storage unit ideally located just steps from the unit’s hallway. The pet-friendly building offers the ultimate convenience for those seeking refined urban living in one of Florida’s most sought-after coastal cities. Don't wait to build, this new apartment is ready for you. Where Sophistication Meets the Sky — Experience the Pinnacle of Sarasota Living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ann Martin (941-356-7717)
4510 BRAZILNUT AVE, SARASOTA, FL 34234
$799,999255 Days on yellowkey MLS ID: A4661255
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2778 Built: 2006 Tax: $3,727 (2024)Community: N/ASingle Family
Taxes:$3,727
Remarks: Rarely Available! This spacious and beautifully maintained property offers a unique blend of comfort, versatility, and opportunity, all situated on a fully fenced 1.46-acre lot with no deed restrictions — bring your boat, RV, and all your toys! The main residence, built just six years ago, features over 2,750 square feet of living space with 4 bedrooms, 3 bathrooms, a formal dining room, both living and family rooms, tray ceilings, and an inviting open floor plan. The home also includes a large kitchen with pantry, a high columned entry foyer, porcelain tile floors throughout, and a cozy fireplace in the family room. The spacious primary suite boasts two walk-in closets and a generous bathroom. Enjoy outdoor living with a covered lanai and plenty of room to create your dream garden, build a pool, or add other amenities. In addition to the main home, there is a 1-bedroom, 1-bath guest house with soaring 9+ foot ceilings, ideal for extended family, guests, or potential rental income. The L-shaped lot features mature trees, 97 feet of access on the side street for easy entry, and ample parking space. Located just minutes from University Parkway, Rolling Green Golf Course, and SRQ Airport, this is the perfect blend of privacy and convenience. Central water and sewer in place. A rare find with plenty of room to roam!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
1035 SEASIDE DR #404, SARASOTA, FL 34242
$2,650,000149 Days on yellowkey MLS ID: A4672742
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1646 Built: 2023 Tax: $18,228 (2024)Community: Ten35 SeasideCondo
Taxes:$18,228
Remarks: Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program and is already completely booked for the current season, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeff Lauer (941-441-6555)
4322 REFLECTIONS PKWY, SARASOTA, FL 34233
$415,000337 Days on yellowkey MLS ID: A4651880
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1997 Built: 2000Monthly Fee: $312 Tax: $3,380 (2024)Community: Villa Rosa Unit 1Single Family
Taxes:$3,380
Remarks: One or more photo(s) has been virtually staged. "Lakefront living in gated Villa Rosa, just minutes from Siesta Key and a short walk to the community clubhouse. Set on the lake and above the flood plane, this one-story home offers a peaceful setting in a central Sarasota location. Inside, you’ll find 2 bedrooms, 2 bathrooms, and a flexible den ideal for a home office, reading room, or hobby space. The split floor plan provides privacy for owners and guests, while the main living areas and primary suite take advantage of the lake views. Designed for easy Florida living, the HOA handles lawn care and provides access to community amenities including the pool and clubhouse. With beaches, shopping, dining, and everyday conveniences nearby, this home is well suited for either full-time living or a seasonal retreat."
Listing Agent: Samantha Kotlik (941-447-2175)
1330 GLEN OAKS DR E #174D, SARASOTA, FL 34232
$167,00081 Days on yellowkey MLS ID: A4680004
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 932 Built: 1978 Tax: $1,925 (2025)Community: Glen Oaks Garden Apts 2Condo
Taxes:$1,925
Remarks: This charming, super clean and very well taken care of 2-bedroom, 2-bathroom condo is now available in Glen Oaks, a vibrant 55+ community with a great central Sarasota location close to downtown, UTC Mall, restaurants, shopping, dog parks, golf courses, and world-renowned beaches. This updated home features stylish ceramic tile throughout, a bright and airy layout, and a wonderful sunny south-facing all-weather patio perfect for morning coffee. Enjoy resort-style amenities including a large heated community pool, shuffleboard courts, barbecue grills, a fantastic clubhouse, a tropical courtyard entryway, covered parking, and plenty of guest spaces. Additional appointments include an updated kitchen with extra counter space and light wood cabinetry, updated baths with beautifully tiled showers, modern finishes, stylish vanities and fixtures, fans in all rooms, lots of closet space, and extra outside storage for beach chairs and holiday items. Glen Oaks has a minimum rental policy, strong reserves, reasonable fees, no assessments, and is up to date on all newly required inspections. Move-in ready and located on the 1st floor, this condo offers comfort, ease of use, and a quiet retreat in the middle of it all. Make this your new vacation home or enjoy year-round living. Schedule your showing today.
Listing is courtesy of: SEAQUIN REALTY LLC (816-309-2339)
Listing Agent: Mindy Valdivia (816-309-2339)
1901 JOSHUA DR, SARASOTA, FL 34240
$1,119,500235 Days on yellowkey MLS ID: A4663101
REDUCED by $80,500 (6.7%) on 04/01/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2929 Built: 2000Monthly Fee: $117 Tax: $5,440 (2023)Community: Bel-Air EstatesSingle Family
Taxes:$5,440
Elementary School: Tatum Ridge Elementary
Tax Year: 2023
Remarks: Welcome to your own private country retreat, nestled on five acres of fenced land. This unique 3-bedroom, 2.5 bathroom home with soaring ceilings and lots of natural light blends rustic charm with modern comfort and is accessed by a pristine shell driveway. Meticulously maintained with new metal roof in 2020. The main level features a primary bedroom with an en-suite bathroom and walk-in closet. The separate laundry room is on the main level. Upstairs, two additional bedrooms share a large landing area—a versatile bonus space perfect for a home office, with a large window overlooking the view of the land. The outdoor space is just as impressive. A large, east-facing deck is perfectly positioned for tranquil mornings and enjoying stunning sunrise views over the acreage, which is framed by majestic oak trees. It’s common to see deer and Sand Hill Cranes and Whistling ducks on the property. Did you make us coffee yet? Swing on the front porch and listen to the song birds. Beyond the attached 3-car garage, a separate oversized detached garage and workshop provides a haven for hobbyists or car enthusiasts. This space is equipped with three roll-up doors and a vehicle lift. For equestrian or animal lovers, there’s a three-sided shed with two pens and two open stalls Landscaped shell parking provides plenty of room for RV, boat and guests. This estate is nestled in a community with horse trails, offering both privacy and outdoor adventure. Whether you’re seeking space for your passions, room for animals, or simply a serene lifestyle close to Sarasota, shopping, entertainment, dining, beaches, boat ramp, 1901 Joshua Drive delivers it all—land, lifestyle, and lasting value.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Anna Lee Williams (240-315-4672)
111 GOLDEN GATE PT #802PH, SARASOTA, FL 34236
$5,995,00093 Days on yellowkey MLS ID: A4678103
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3576 Built: 2024 Tax: $77,424 (2024)Community: EvolutionCondo
Taxes:$77,424
Elementary School: Southside Elementary
Remarks: Now offered with the exceptionally curated selection of designer furnishings valued at over $350,000, this rare opportunity allows you to own the complete luxury lifestyle—furnished and move-in ready, (excludes artwork and personal effects.) Asking $5,995,000 over $1,250,000 below what the sellers have into this UNMATCHED VALUE penthouse at The Evolution is downtown Sarasota's most exclusive high-rise opportunity - and is just steps away from dining and downtown living. Builder William Voller said about Evolution, "It's a landmark in Sarasota! We are very proud of this building." This one-of-a-kind, TOP-FLOOR PENTHOUSE spans 3,527 SQ FT of interior living plus 562 SQ FT of wraparound TERRACE SPACE across THREE generous balconies for endless possibilities of indoor/ outdoor living. Offering FOUR BEDROOMS plus a DEN and 4.5 BATHS, this residence provides the comfort of a single family home with the elegance of HIGH-RISE LIVING. Sweeping NORTH, EAST, and SOUTH WATER VIEWS showcase SARASOTA BAY, the GULF, MARINA, and the CITY SKYLINE. FLOOR-TO-CEILING WINDOWS fill the home with natural light and allow year-round coastal breezes, and designer LUTRON ELECTRONIC SHADES grace each window, allowing privacy with ease. Interior features include ONYX QUARTZ COUNTERTOPS, PORCELAIN TILE SLABS, oversized PORCELAIN FLOORING, DESIGNER LIGHT FIXTURES, and CUSTOM EUROPEAN CABINETRY in the kitchen, baths, and closets. The PRIMARY SUITE features SILK WALLPAPER, and a SPA-INSPIRED BATH with dual sinks, a freestanding soaking tub, and onyx quartz and porcelain slab finishes. The CHEF'S KITCHEN includes WOLF APPLIANCES, sub-zero fridge-freezer with filtered water feature, induction cooktop, steam oven, built-in coffee station, a wine refrigerator, and a HIDDEN WALK-IN PANTRY. Imported European fixtures complete the space. Enjoy THREE WRAPAROUND TERRACES for ALFRESCO DINING, YOGA, or SUNSET COCKTAILS. The unit includes a DEEDED PRIVATE TWO-CAR GARAGE and is MOVE-IN READY with every upgrade imaginable. Community amenities at THE EVOLUTION include a POOL WITH OUTDOOR KITCHEN, FITNESS CENTER, YOGA ROOM, SAUNA, CLUB ROOM, and a ROOFTOP TERRACE with PANORAMIC VIEWS, OUTDOOR LOUNGE, SPA, and FIREPLACE. Experience the pinnacle of WATERFRONT LUXURY in DOWNTOWN SARASOTA's largest and most exclusive penthouse residence at THE EVOLUTION, a boutique community designed by architect MARK SULTANA, DSDG. With only 20 RESIDENCES, this is a rare opportunity to own one of Sarasota's most exclusive penthouses. Schedule your private tour today and experience the ultimate in penthouse living. Square footage developer plans. Buyer to verify dimensions. Golden Gate Point improvement and maintenance built into taxes.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Melissa Gissinger (941-404-2722)
5348 BENT OAK DR, SARASOTA, FL 34232
$560,00022 Days on yellowkey MLS ID: A4687156
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1734 Built: 1987Monthly Fee: $44 Tax: $3,895 (2025)Community: Colonial OaksSingle Family
Taxes:$3,895
Remarks: It’s always about the view and outdoor living from this stunning residence on a 139-foot-wide lake view with a sparkling 16-by-29 heated pool set in preferred southern exposure. Set in the luxury and tranquility of the popular Colonial Oaks neighborhood, this home is minutes from Siesta Key Beach, downtown Sarasota, top rated schools, parks and Legacy Trail. The home features a modern design with meticulous attention to detail, highlighted by rich landscaping and exceptional curb appeal. The oversized garage has additional storage, an EV plug receptacle, newly finished epoxy floor coating and a 200-amp electrical panel installed in 2024. A double-door entry welcomes you inside to a newly painted neutral palette, tile flooring and with views to the lake from nearly every room, so the interior and exterior blend delicately as one. An impressive layout includes three spacious bedroom and two full baths, designed with an open concept in mind. The chef-inspired kitchen is a culinary dream, featuring Cambria quartz countertops, a single-level island with large breakfast bar, stainless steel appliances, induction range, pull-outs in two pantry cabinets. There is a pass-through window and bar to the outside lanai to enjoy al fresco dining, surrounded by a serene view with spectacular sunsets. Morning coffee or evening beverages are enhanced by the environment. Spacious laundry room with new washer and dryer installed in 2025. The owner’s suite is a retreat, boasting large walk-in closet and updated bath. Split plan with guest bedrooms on opposite side of residence. The home is equipped with PGT hurricane impact door, sliders and windows installed in 2023. On a practical note: a new roof was installed in 2021, hot water heater in 2025 and numerous other recent upgrades and improvements. This residence exemplifies outdoor living, making it ideal for entertaining or enjoying quiet moments in a fabulous setting. Lush palms, a pergola with multicolored bougainvillea, paver walkways and an additional patio all enhance the terrain. Low HOA fees without a CDD fee.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Todd Currey (941-402-6000)
4873 HUNTLEIGH DR, SARASOTA, FL 34233
$510,000201 Days on yellowkey MLS ID: A4666290
REDUCED by $35,000 (6.4%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2155 Built: 1983Monthly Fee: $29 Tax: $5,469 (2024)Community: Beneva PinesSingle Family
Taxes:$5,469
Elementary School: Wilkinson Elementary
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath single story home, offering over 2,100 sq ft of comfortable, light-filled living space and a spacious two-car garage. Perfectly nestled in a peaceful cul-de-sac right in the heart of town, this home combines modern updates with classic charm—ready for you to move in and enjoy. Inside, you’ll find expansive living areas that are perfect for entertaining or everyday living. The kitchen features newer appliances, including a double convection oven—ideal for the home chef. The generous primary suite includes a fully renovated en-suite bathroom with a luxurious clawfoot tub, creating a serene, spa-like retreat. Major system upgrades offer peace of mind: the roof and relined sewer pipes were completed in 2021, while the HVAC system and water heater were replaced in 2019. Step outside to your private backyard haven—lush with mature landscaping, vibrant blooms, and even a fruit-bearing lime tree. Out front, a majestic oak tree provides natural beauty and welcoming curb appeal. Outdoor lovers will appreciate the proximity to the Legacy Trail and being just a short walk to Red Bug Slough Preserve—72 acres of natural beauty with a lake, fishing pier, playgrounds, picnic areas, and tranquil wooded trails. Families will love the highly rated school options, including Riverview High School (6 minutes away, offering an IB program and strong arts/athletics) and the prestigious Pine View School in Osprey, ranked the #1 high school in Florida, just 16 minutes away. Located just minutes from world-famous Siesta Key Beach, I-75, Sarasota’s best shopping, dining and the airport, this home offers the perfect blend of convenience, comfort, and Florida lifestyle. With spacious interiors, smart updates, and a truly unbeatable location—this is one home you won’t want to miss!
Listing Agent: Ingrid Walker (941-330-4680)
2227 GROVE ST, SARASOTA, FL 34239
$375,00053 Days on yellowkey MLS ID: A4683681
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1002 Built: 1957 Tax: $4,790 (2025)Community: South GateSingle Family
Taxes:$4,790
Remarks: Discover timeless charm at 2227 Grove Street, Sarasota, FL 34239 a stunning mid-century modern gem infused with an authentic Old Florida vibe. Step inside to admire the beautifully preserved original terrazzo floors, radiating the character of the 1950s. Nestled in a prime location, this home offers effortless access to the pristine beaches and vibrant downtown Sarasota, perfectly blending classic style with modern convenience. Your slice of Sarasota paradise awaits.
Listing Agent: Robert Krasow (941-363-6507)
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