Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
4046 HIGEL AVE, SARASOTA, FL 34242
$15,500,000126 Days on yellowkey MLS ID: A4682070
0 Days Off yellowkey (back on 2/11/2026)
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6468 Built: 1983 Tax: $32,602 (2025)Community: SiestaSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$32,602
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite residence captures the essence of resort-style waterfront living on more than half an acre of pristine Gulf-front land. Be at ease with a surrounding elevated riprap shoreline and the imported rocks, offering both protection and privacy. Pull into the property through the gated entry, with a paved driveway for ample parking. The ground level offers a 3-car garage, spacious private fitness studio with AC, large flex space/storage room, and huge game room that leads out to the truly special backyard - with premium turf, silica sand and a putting area. Host a sunset dinner with the full outdoor kitchen, including a freezer, wet bar, beverage center, ice machine, and 6-burner grill. Have a drink while sitting in the pool facing the ocean, relax in the champagne spa hot tub, or tan on the sun shelf. Put your toes in the sand area of the backyard, or take the paver steps down to the private beach and swim in the ocean - the ultimate paradise. Wake up to the panoramic views of the Gulf of America and Sarasota Bay, that create a daily masterpiece of color and light, and have a coffee on the master bedroom's private balcony. With 6 bedrooms, 5 full bathrooms, and 2 half baths, you can host more family and guests - along with the second living room/media room. All of the bedrooms have custom built-in closets, and the spacious ocean-view master bathroom leads to two spacious walk-in closets. The home features high-ceilings, beautiful hardwood flooring throughout, and cypress beams. The living and dining room area have a fireplace, and the open-floor plan leads out to another large balcony overlooking the ocean. Enjoy the gourmet custom kitchen with Thermador gas appliances, a walk-in pantry, and an extra large quartz island with seating. An elevator connects the 3-level home through the grand living spaces that flow seamlessly toward the water, blending indoor sophistication with the beauty of the coast. The lush tropical landscaping evokes the serenity of a private resort. Located just minutes from Siesta Beach, the Village, and the North Siesta Bridge, this rare coastal jewel offers the ultimate combination of elegance, exclusivity, and Gulf-front tranquility—a move-in ready residence truly without equal on Siesta Key.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
7796 ALISTER MACKENZIE DR, SARASOTA, FL 34240
$2,695,000117 Days on yellowkey MLS ID: A4682766
REDUCED by $90,000 (3.2%) on 04/12/2026
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7639 Built: 1991Monthly Fee: $345 Tax: $18,579 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$18,579
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Laurel Oak Estates, this lakefront residence is positioned on an oversized corner homesite and offers a rare combination of architectural character, extensive updates, and exceptional versatility for today's luxury buyer. Designed for both everyday comfort and grand-scale entertaining, the home features soaring ceilings, custom millwork, solid wood doors, expansive gathering spaces, and walls of glass that frame peaceful lake views throughout. The renovated chef's kitchen anchors the home with custom cabinetry, premium appliances, generous prep space, and seamless connection to the surrounding living and dining areas. Five en-suite bedrooms provide privacy for family and guests, including a private guest suite with separate entrance that creates an ideal setting for multigenerational living, extended family, long-term guests, live-in assistance, or a dedicated work-from-home environment. Featuring soaring ceilings, loft space, abundant natural light, and a private balcony, this unique retreat offers endless possibilities as an art studio, executive office, fitness space, hobby room, or creative sanctuary. Outdoor living is equally impressive with a recently resurfaced pool and spa, expansive paver lanai, outdoor shower, courtyard fountain, and tranquil lake views creating a private resort-style setting. Recent improvements throughout the home include significant updates to the kitchen, bathrooms, flooring, lighting, cabinetry, millwork, and major mechanical systems, allowing buyers to enjoy the character of an established estate with the comfort of modern living. Residents enjoy 24-hour guard-gated security and optional Laurel Oak Country Club membership featuring two championship golf courses, tennis, fitness, dining, and an active social calendar. For buyers seeking more than another luxury home, this is a rare opportunity to own one of Laurel Oak's most versatile estate properties with exceptional scale, lakefront privacy, and the flexibility to accommodate multigenerational living, changing lifestyles, and evolving needs for years to come.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jessica Stiegel (703-898-8465)
813 IDLEWILD WAY, SARASOTA, FL 34242
$3,795,00013 Days on yellowkey MLS ID: A4694937
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4161 Built: 1969Monthly Fee: $17 Tax: $22,147 (2025)Community: Siesta Isles Unit 5Spa: YesSingle Family
Taxes:$22,147
Middle School: Brookside Middle
Remarks: Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout. At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views. A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless. The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC. Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Lori Madden (941-780-8443)
5830 MIDNIGHT PASS RD #29, SARASOTA, FL 34242
$545,00028 Days on yellowkey MLS ID: A4694023
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1962Monthly Fee: $1,226 Tax: $3,460 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,460
Remarks: SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Cristina Campbell, Pa (561-239-1498)
2492 WATERVIEW CT, SARASOTA, FL 34231
$995,00053 Days on yellowkey MLS ID: A4691223
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $100,000 (9.1%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2017 Built: 1955Monthly Fee: $38 Tax: $4,717 (2025)Community: Riverview ManorSpa: NoSingle Family
Taxes:$4,717
Middle School: Sarasota Middle
Remarks: Looking for a home with boating access in your backyard, yet still mainland and close to everything you need? Welcome to 2492 Waterview Ct in Sarasota! This home was substantially renovated in early 2024 and offers 3 bedrooms, 2 bathrooms, 2 car garage, pool, and dock with 4,500 lb boat lift on Phillippi Creek. You'll have peace of mind with a 2023 roof, all impact windows and doors, and knowing this home had NO WATER INTRUSION from any recent storms. Entering the home from the double front entry door, you'll be impressed with premium grade white oak engineered hardwood flooring throughout the home, high ceilings, new baseboards, trim, interior doors, and tons of natural light shining in. A spacious living room and dining room combination offers separation between your primary suite and spare bedrooms. The kitchen has quartz countertops, tons of cabinetry, a large pantry, and an eat in area perfect for a breakfast table or banquet. Enjoy subtle water views from your primary bedroom featuring a completely renovated ensuite bath with marble countertops, dual sinks, jet tub, frameless glass shower, water closet, and walk-in closet with custom built in shelving. On the other side of the home, you'll find a hallway with storage closet, a full bathroom with dual sinks and a shower/tub combination, along with two spare bedrooms - each housing dual closets with custom shelving. A laundry room with sink and cabinetry is located off the kitchen near the garage entry. Both areas of the main living space offer sliding glass doors leading out to a spacious patio and open-air pool that was completed in 2020. The fully fenced yard is perfect for pets, kids, and privacy. Walk through your backyard down to the creek and find a private boat dock with lift ready for you to enjoy countless days out on the beautiful waters surrounding Sarasota with just a quick boat ride to get to the main channel. You'll enjoy summer nights with the lively atmosphere and vibes of the Phillippi Creek boating community with your neighbors out and about on the water. The two-car garage has plenty of cabinetry for storage, along with a separate room plumbed for a full bath or whatever you want to make of it to suit your needs. Enjoy the privacy of this 1/3 acre lot knowing you'll never have a neighbor to the left side due to a large grassy retention pond area. Riverview Manor has very low HOA dues coming in at only $450 per year. You are minutes from the Landings shopping plaza and everything 41 has to offer, as well as less than 10 minutes to the North or South Bridge to Siesta Key, and less than 15 minutes to Downtown Sarasota. With water access, a boat lift and dock, renovated home, pool, and prime location, there is not much more you could be looking for! Schedule your showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Victoria Beckham (941-544-6734)
5012 HIGEL AVE, SARASOTA, FL 34242
$2,249,000326 Days on yellowkey MLS ID: A4658844
REDUCED by $200,000 (8.2%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3541 Built: 1959 Tax: $16,035 (2024)Community: Harmony SubSpa: NoSingle Family
Taxes:$16,035
Tax Year: 2024
Remarks: Virtually Staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals which lead out to the open waters of Sarasota Bay. The heart of this distinguished home features an expansive open-concept main living area, chef's kitchen and spacious dining space, thoughtfully designed to accommodate family and guests while offering sweeping views of the sparkling pool and canal. The seamless flow of the layout and blending of the outdoor and indoor space creates an entertainer's paradise, perfect for culinary adventures and memorable gatherings. Retreat to the luxurious primary bedroom, where panoramic canal vistas provide a serene backdrop for morning coffee or evening reflection. Unwind in the spa-like bathroom featuring a soaking tub, walk-in shower, dual vanities and frosted sliding glass doors to the outdoor shower. The SPLIT FLOORPLAN ensures ease and privacy for all. Bedroom 2 features an en-suite bathroom and long water views! Bedroom 3 has double doors and can be utilized as a den or office space if desired. Bedroom 4 has a private entrance with sliding glass doors overlooking the sunny front courtyard. This thoughtful layout offers many options for use of the generous space. The coral stone tiled pool and lanai area transforms into your personal oasis, where gentle breezes dance across the water's surface, creating an atmosphere of pure indulgence after sun-soaked beach days. The fully fenced yard, greenspace, winding walkways, outdoor shower, 2 car garage with extended driveway and parking space complete this comfortable retreat. The property's exceptional LOCATION places you moments (just .6mi) to the vibrant Siesta Village, where boutiques and acclaimed dining establishments await your discovery. (Just .7mi) to the nearest beach access! The main entrance to World-renowned Siesta Beach, celebrated for its powdery white sands and crystal-clear waters, beckons just over a mile away. This remarkable residence represents more than mere accommodation; it embodies a lifestyle where every detail has been carefully considered. From the quality construction evident throughout to the thoughtful integration of indoor and outdoor living spaces, this home promises years of comfort in one of Sarasota's most coveted waterfront communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachelle Tirey (941-301-9187)
4737 STONE RIDGE TRL, SARASOTA, FL 34232
$1,449,000257 Days on yellowkey MLS ID: A4663310
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3284 Built: 1980Monthly Fee: $58 Tax: $7,017 (2025)Community: Hidden Oaks EstatesSpa: YesSingle Family
Taxes:$7,017
Elementary School: Fruitville Elementary
Remarks: Discover your own acre of paradise in the serene Hidden Oaks community! This charming country estate, set on a spacious 1-acre lot, offers tranquility with a lake and community tennis courts just across the street and no neighbors to the south. A circular driveway and side-entry garage provide ample parking, while the custom speakeasy front door with sidelights welcomes you into a stunning interior. Step into the great room, where 15-foot vaulted ceilings and a cozy wood-burning fireplace create an inviting atmosphere. Sliding doors in the great room and foyer disappear for seamless indoor-outdoor entertaining, opening to a screened paver lanai and sparkling pool. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, granite countertops, an 8-foot island with bar seating, premium appliances, and a built-in desk in the breakfast nook. Hardwood floors are throughout the living area. From the entry foyer, a hallway leads to three bedrooms—one currently a den—and a full bathroom. The master suite, with direct pool access, boasts a luxurious full bathroom and walk-in closet. An additional bedroom, now a media room, and another full bathroom with pool access complete the main level. Crown molding adorns every room, adding elegance throughout. Upstairs, a versatile loft serves as an office, craft space, or playroom, with access to an air-conditioned 8x20 storage area. The nearly 600-sf side-entry garage is a standout, featuring an oversized 18-foot door, an 8x6 work area, polyaspartic flooring, and a dedicated split A/C system—perfect for car enthusiasts or hobbyists. The front porch and sidewalks, also finished with low-maintenance polyaspartic coating, enhance curb appeal. A 2021 metal roof with skylights brightens the covered lanai, while the beautifully landscaped grounds, dotted with oak trees and vibrant orchids, create a picturesque setting. The one acre home site is a Florida Certified Wildlife Habitat. The pool cage was replaced in 2024. Located just 4.6 miles from downtown Sarasota and 6 miles from pristine beaches, this Hidden Oaks estate blends country charm with urban convenience. Embrace the best of both worlds in this meticulously designed home, complete with a pool and stunning natural surroundings. Your private paradise awaits!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
325 GOLDEN GATE PT #604, SARASOTA, FL 34236
$3,190,000132 Days on yellowkey MLS ID: A4680640
INCREASED by $195,000 (6.5%) on 05/12/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2709 Built: 2026Community: The Owen Golden Gate PointSpa: YesCondo
Taxes:$0
Elementary School: Southside Elementary
Remarks: Virtually Staged. Under Construction. An intimate gated community of just 29 residences, The Owen is nestled along the southern point of downtown’s Golden Gate Point. Interior finishes include a private elevator entry, 10-foot ceilings per plan, Sub-Zero refrigerator, Wolf five-burner gas cooktop, Wolf wall ovens, quartz countertops, Rohl fixtures, contemporary cabinetry, an oversized island, porcelain tile flooring and a built-in outdoor gas grill. Distinctive resort-style spaces are designed for wellness and leisure, including a 1,700 S.F. fitness center with Technogym equipment, dual locker rooms, steam and sauna, owners' social room, conference/work-from-home suites, game room with pool table, shuffleboard, ping pong table, large screen TV, self-serving outdoor bar and grill area, infinity-edge saltwater pool, spa, and cozy fire pit. A walking path encircling the property and a dog park area are the perfect places for you and your furry friend to get a daily run. The two-story grand entry lobby features relaxing spaces, reception desk with concierge, and separate mail and package rooms. Two parking spaces, one with an outlet for an EV charger are included, along with owner storage and bike storage. Easy access to the restaurants, boutiques, and galleries of downtown, St. Armands Circle, and the beaches of Lido and Longboat Keys, personalized homeowner services, and the security of all new construction make life at The Owen carefree and convenient.
Listing is courtesy of: RONTO REALTY, LLC (941-210-0987)
Listing Agent: Vanroy Osborne (239-206-9796)
325 GOLDEN GATE PT #1002, SARASOTA, FL 34236
$3,360,000132 Days on yellowkey MLS ID: A4680638
INCREASED by $140,000 (4.3%) on 05/12/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2263 Built: 2026Community: The Owen Golden Gate PointSpa: YesCondo
Remarks: Virtually Staged. Under Construction. An intimate gated community of just 29 residences, The Owen is nestled along the southern point of downtown’s Golden Gate Point. Interior finishes include a private elevator entry, 10-foot ceilings per plan, Sub-Zero refrigerator, Wolf five-burner gas cooktop, Wolf wall ovens, quartz countertops, Rohl fixtures, contemporary cabinetry, an oversized island, Duchateau wood flooring and a built-in outdoor gas grill. Distinctive resort-style spaces are designed for wellness and leisure, including a 1,700 S.F. fitness center with Technogym equipment, dual locker rooms, steam and sauna, owners' social room, conference/work-from-home suites, game room with pool table, shuffleboard, ping pong table, large screen TV, self-serving outdoor bar and grill area, infinity-edge saltwater pool, spa, and cozy fire pit. A walking path encircling the property and a dog park area are the perfect places for you and your furry friend to get a daily run. The two-story grand entry lobby features relaxing spaces, reception desk with concierge, and separate mail and package rooms. Two parking spaces, one with an outlet for an EV charger are included, along with owner storage and bike storage. Easy access to the restaurants, boutiques, and galleries of downtown, St. Armands Circle, and the beaches of Lido and Longboat Keys, personalized homeowner services, and the security of all new construction make life at The Owen carefree and convenient.
7647 SANDERLING RD, SARASOTA, FL 34242
$2,998,00092 Days on yellowkey MLS ID: TB8486392
REDUCED by $302,000 (9.2%) on 05/13/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4006 Built: 1961Monthly Fee: $450 Tax: $23,004 (2025)Community: Sanderling ClubSpa: YesSingle Family
Taxes:$23,004
Remarks: The Ness House | A Rare Architectural Offering in Sanderling A rare opportunity has emerged on Siesta Key. The Ness House, masterfully designed by renowned architect Tim Seibert, is a timeless expression of the Sarasota School of Architecture — where clean lines, natural light, and a seamless connection to the outdoors define every moment. Privately nestled within the gated enclave of Sanderling, this architecturally significant residence embodies understated luxury, privacy, and intentional design. Expansive walls of glass blur the boundary between indoors and out, inviting sunlight to pour through the interiors while framing tranquil natural surroundings. Thoughtfully designed to capture coastal breezes and effortless livability, the home offers a serene experience that feels both grounded and elevated. Just moments away, the powder-soft quartz sands and turquoise waters of Siesta Key create one of the most celebrated beach lifestyles in the world perfect for morning walks, sunset evenings, and the kind of everyday beauty most only dream of. Now thoughtfully repositioned, The Ness House presents an increasingly rare opportunity to acquire a home of architectural pedigree, location, and lasting design significance at exceptional value. As properties of this caliber become more difficult to find, this offering stands apart for buyers who appreciate authenticity, vision, and timeless architecture. For the buyer who understands design and recognizes true long-term value, this is a moment worth paying attention to. Private showings available by appointment.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Janet Moore (813-892-0998)
480 CLEVELAND DR, SARASOTA, FL 34236
$3,800,000209 Days on yellowkey MLS ID: A4672676
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $300,000 (7.3%) on 05/23/2026
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: Under contract-accepting backup offers. 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)
2317 S TUTTLE AVE, SARASOTA, FL 34239
$459,00013 Days on yellowkey MLS ID: N6144307
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1140 Built: 1960 Tax: $906 (2025)Community: South GateSingle Family
Taxes:$906
Remarks: Completely renovated and rebuilt in 2023, this exceptional Sarasota residence offers the perfect blend of modern comfort, quality craftsmanship, and thoughtful design. Every major system and finish has been upgraded, including all new electrical wiring and electrical panel, all new PVC plumbing including PVC pipe to the sewer line, new water supply lines, HVAC system, insulation, and ductwork. The home’s electrical service is also underground, enhancing both reliability and curb appeal. Designed for both style and durability, the home features aluminum roof, hurricane-impact windows and doors, luxury vinyl flooring throughout, recessed lighting on dimmer switches, smoke detectors, and solid-core interior doors. The spacious open-concept layout is filled with natural light and offers generous living and family room spaces, creating an inviting atmosphere for everyday living and entertaining. The beautifully updated kitchen showcases custom cabinetry, stunning quartz countertops and backsplash, under-cabinet lighting, premium GE Profile appliances, and an impressive oversized single-basin sink that offers both functionality and style. The large family room opens to the backyard through elegant double French doors, seamlessly blending indoor and outdoor living. The primary bedroom serves as a comfortable retreat with a ceiling fan and a large closet complete with custom shelving. The primary bathroom has been thoughtfully designed with accessibility and functionality in mind, featuring a roll-in tiled shower, grab bars, built-in shelving, a shower light, and both a standard and handheld shower head. Outside, the professionally landscaped yard provides an attractive and private setting for relaxation and enjoyment. A spacious covered outdoor area creates the perfect space for entertaining, dining, or simply unwinding year-round. The property also includes a convenient carport and a storage shed, providing ample space for parking, tools, equipment, and additional storage needs. The generous lot offers ample room for the addition of a swimming pool, allowing future owners the opportunity to create their own private outdoor oasis. Ideally located in one of Sarasota’s most desirable neighborhoods, this home is just minutes from Southside Village, Downtown Sarasota, Sarasota Memorial Hospital, Arlington Park, and the city’s renowned dining, shopping, arts, and cultural attractions. World-famous Siesta Key Beach, Lido Key, St. Armands Circle, and Sarasota Bay are all within easy reach, providing endless opportunities to enjoy Florida’s exceptional lifestyle. With virtually every component replaced or upgraded in 2023, this move-in-ready home offers peace of mind, energy efficiency, and modern convenience in a prime Sarasota location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
3215 PINE VALLEY DR, SARASOTA, FL 34239
$749,90013 Days on yellowkey MLS ID: A4695558
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3299 Built: 1970 Tax: $8,106 (2025)Community: Frst Lakes Country Club EstatesSpa: NoSingle Family
Taxes:$8,106
Elementary School: Wilkinson Elementary
Remarks: Classic Estate-Style Home with Pool & Golf Course Views! Welcome to this stately 5-bedroom, 3.5-bath residence in Forest Lakes Country Club Estates, offering timeless curb appeal, generous living space and peaceful golf course views in the heart of Sarasota. Set on a spacious 0.37-acre lot, the home makes a lasting first impression with its classic brick-style exterior look, white columns, mature landscaping, circular brick driveway and ample parking, including additional driveway space along the side of the home. Inside, the grand two-story foyer showcases the home’s architectural character with a sweeping curved wood staircase, iron balusters, chandelier detail and elegant traditional design that sets the tone for the rest of the home. Thoughtfully refreshed, the home features a new shingle roof in 2026, fresh interior paint throughout and meaningful upstairs updates, including new LVP flooring throughout the upstairs hallway and bedroom areas. The main level features formal living and dining areas, a wood-burning fireplace and an oversized eat-in kitchen with solid wood cabinetry, pull-out storage, granite countertops, stainless steel appliances and a walk-in pantry. Designed for indoor-outdoor Florida living, sliding doors and a pass-through window connect the kitchen to the expansive covered lanai and large screened pool area, creating an ideal setting for relaxing, entertaining and enjoying the peaceful green views. The flexible floor plan also includes a family room, private office/study with exterior access and a downstairs bedroom suite with ensuite bath and private pool access, perfect for guests, extended family or multigenerational living. Upstairs, the refreshed living quarters provide room for everyone to spread out. The oversized primary suite extends from the front of the home to the back and features a walk-in closet, generous natural light and beautiful views of the golf course setting. The upstairs improvements continue with recently replaced custom bathroom vanities in all three upstairs bathrooms, new ceramic tile in both upstairs bathrooms, a new bathtub and a renovated upstairs shower completed in 2024. New windows were also installed in April 2026 in all upstairs bedrooms, along with two new downstairs front-facing windows. Additional highlights include a February 2025 water heater, pool cage installed in 2008 and rescreened in 2021 and a pool that was remarcited in 2017. Forest Lakes Country Club Estates is loved for its central Sarasota location, established neighborhood feel, larger lots and convenient access to some of the area’s best everyday amenities. From this location, you are close to shopping, dining, grocery stores, medical facilities, schools, parks, downtown Sarasota, Southside Village, Arlington Park, Gulf Gate, Siesta Key Beach and major roadways connecting you throughout Sarasota and Manatee counties. With its grand architecture, screened pool, updated roof, refreshed interior, golf course views, generous lot size and unbeatable central location, this classic Forest Lakes home offers space, character and the Sarasota lifestyle buyers are looking for. Schedule your private showing today!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Ronald Pepka (941-877-1488)
1865 ORCHID ST, SARASOTA, FL 34239
$1,795,00074 Days on yellowkey MLS ID: A4688669
REDUCED by $100,000 (5.3%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$17,715
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
5880 MIDNIGHT PASS RD #804, SARASOTA, FL 34242
$1,350,000137 Days on yellowkey MLS ID: A4680425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,821 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,821
Remarks: An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Linda Stowe (941-228-5685)
3310 MINEOLA DR, SARASOTA, FL 34239
$665,000162 Days on yellowkey MLS ID: A4676490
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $10,000 (1.5%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1818 Built: 1958Monthly Fee: $17 Tax: $3,383 (2025)Community: South GateSpa: YesSingle Family
Taxes:$3,383
Remarks: Under contract-accepting backup offers. How will you keep cool this Summer? With a pool of course! Waterfront pool home for those who love nature and will enjoy overlooking the Jaffa Canal. Manatees will visit your backyard when dredging is complete. Connected to Phillippi Creek, you will have access out to Little Sarasota Bay, the Intercoastal Waterway & Gulf Waters! County dredging project underway of creek and canal behind this home! Discover Paradise in this home built on 1/3 acre on an island & private cul-de-sac. It is ideal for a full-time homestead or seasonal residence, located in the highly desirable South Gate neighborhood & Southside Elementary school district! Relax in your own outdoor oasis with 31'x14' & 8’ deep with aerating fountains and a 7’x7’ built in heated Spa! The open floor plan of this home makes it flexible for your needs with 2 larger bedrooms and 3rd used as a den with built-ins in closet. Master suite has custom walk-in closet and Travertine updated bath, glass-enclosed shower, large vanity & cabinet w/pull-outs. The French doors open to beautiful palm trees giving privacy to the outdoor spa area! The flex/family room also opens up to the 59’x24’ screened pool area, covered lanai and pool deck! Use the flex room as a den, art studio/craft room, informal dining & family room. Entry hall closet also has built-in shelving/drawers. French doors can be open or closed to afford privacy to the great room and adjacent updated kitchen with granite counters, wood cabinets & stainless steel appliances *New Refrigerator 2025 *New Air Conditioner 2025 *Shingle Roof 2019 *Sewer Connect 2015 **Pool added in 1999 ~ Re-marcited in 2013, Pool/Spa Heat pump 2015, Pool Motor 2019 *Two Water heaters (on each end of home installed 10/2022 & 8/2016) *Many additional updates since original build include electrical switches/outlets, 5" baseboards, wood casing detail, doors, hardware, windows & underground utilities *Well for irrigation of lush tropical, low-maintenance Florida friendly landscaped yard on this 13,000 sq. ft. lot. with seawall. The 460 sq. ft. 2 car garage has built in work bench & additional laundry room w/storage closet. Located just minutes to Sarasota Memorial Hospital, Downtown Sarasota, Shopping, Southside Village, St. Armand's Circle, World-famous Siesta Key and Lido Beaches! *HOA is optional only $200/year ~ Schedule your visit today!
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Solveiga Spalvins (941-320-6860)
2155 WEBBER ST, SARASOTA, FL 34239
$280,00054 Days on yellowkey MLS ID: O6401903
3 Days Off yellowkey (back on 6/15/2026)
REDUCED by $35,000 (11.1%) on 06/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 970 Built: 1954 Tax: $5,099 (2025)Community: South Side ParkSingle Family
Taxes:$5,099
Remarks: Under contract-accepting backup offers. Discover a rare opportunity in the heart of Sarasota — a historic 2-bedroom, 1-bath home on a lot offering over 4,700 sq ft of buildable space, priced at $315,000. Whether you're an investor, developer, or end-user ready to build your dream home, this property delivers serious upside. Ideal for a high-end single-family residence or a rent-by-the-room income strategy, the existing structure and generous lot give you the flexibility to execute your vision. Located just minutes from Sarasota Memorial Hospital and the world-famous Gulf Coast beaches, the parcel falls outside most flood plains — sitting in FEMA Flood Zone X — offering peace of mind and reduced insurance costs. Redfin Sarasota Memorial Hospital is less than one mile away, making this an especially attractive location for healthcare workers or medical tourism rentals. The property is situated in the Southgate neighborhood within ZIP code 34239 — one of Sarasota's most sought-after in-town corridors. Don't miss this investor-friendly opportunity in one of Southwest Florida's premier real estate markets.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Antoinette Munroe (786-252-8237)
814 PARADISE WAY, SARASOTA, FL 34242
$1,945,000102 Days on yellowkey MLS ID: TB8483961
REDUCED by $50,000 (2.5%) on 06/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1996 Built: 1962Monthly Fee: $17 Tax: $14,830 (2025)Community: Siesta IslesSingle Family
Taxes:$14,830
Remarks: Exceptional Siesta Key waterfront residence offering a rare opportunity to own a turn-key, move-in-ready 4 bedrooms and 2 bathrooms home in one of the island’s most desirable and tranquil locations. Situated on a quiet cul-de-sac along a grand canal, the property provides privacy, scenic water views, and easy boating access to the Bay with only one higher bridge to navigate. A standout feature is the expansive Florida room, a light-filled living space designed for year-round comfort with floor-to-ceiling windows and seamless views of the water and surrounding greenery—ideal for relaxing or entertaining. The home has been thoughtfully maintained and is in excellent condition, allowing for immediate occupancy or rental income potential. Additional highlights include a heated pool, open and functional layout, and spacious living areas. Located just minutes from Siesta Key Beach and Siesta Key Village, this property combines prime location, generous living space, and waterfront charm, making it ideal as a primary residence, vacation home, or investment property. The house did not get flooded from the recent 2024 storms, a new roof was replaced in 2024, A/C was replaced in 2023, a pool heat pump was installed in 2023, re-piped and remodeled in 2022.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
4938 COMMONWEALTH DR, SARASOTA, FL 34242
$2,695,000106 Days on yellowkey MLS ID: A4683758
REDUCED by $205,000 (7.1%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2169 Built: 1984 Tax: $12,150 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$12,150
Remarks: Experience the pinnacle of waterfront luxury on Siesta Key’s prestigious Grand Canal. This meticulously reimagined residence at 4938 Commonwealth Drive offers a rare blend of modern sophistication, structural integrity, and complete peace of mind. Extensively transformed both structurally and aesthetically, the home welcomes you into an expansive open-concept design filled with natural light. The newly expanded kitchen serves as the heart of the home, offering abundant cabinetry and storage, a double oven, generous pantry storage, striking custom beam detail, an open breakfast bar, and direct access to the wraparound decking—creating seamless indoor-outdoor living and effortless entertaining. A stylish powder room has also been thoughtfully added. New hurricane-impact windows and sliding glass doors frame the interiors, while designer flooring flows beautifully throughout both levels. Major system upgrades elevate the home’s value and efficiency, including a brand-new roof and a comprehensive solar power system with battery storage. A fresh, contemporary interior palette enhances the clean architectural lines and airy coastal feel. The lower level adds over 1,300 square feet of legal non-conforming living space with its own private entry, garage access, and elevator connection to the main living areas, leading directly to the pool deck. Redesigned for modern functionality, this space features a spacious family entertainment area, custom bar, and an additional guest suite with a walk-in closet and full bath—ideal for extended family, guests, or a private retreat. Outdoor living is equally impressive. The private backyard sanctuary showcases a heated pool and spa with a new heater and filtration system, sleek updated decking, professional landscaping, and premium artificial turf for effortless maintenance. For the boating enthusiast, the deep-water dock and boat lift provide direct access to the Intracoastal Waterway and open waters of Sarasota Bay, delivering the ultimate waterfront lifestyle.
Listing Agent: Maurice Menager (941-238-8119)
1885 CLEMATIS ST, SARASOTA, FL 34239
$2,499,99047 Days on yellowkey MLS ID: A4691671
REDUCED by $100,000 (3.8%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3215 Built: 2011 Tax: $18,357 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$18,357
Remarks: Under contract-accepting backup offers. Perfectly positioned on one of Sarasota's most coveted West of Trail locations - the "Flower" streets - this custom built residence delivers a lifestyle that's walkable, central and effortlessly connected to everything Sarasota. Just three blocks to Hillview's shopping, dining and Sarasota Memorial Hospital, a short stroll to top-rated Southside Elementary and only minutes to downtown Sarasota and world-renowned Siesta Key Beach - this is the epitome of "Location. Location. Location." Built in 2011 by Paradise Homes, the home offers over 3,200 square feet of thoughtfully designed one-story living with 4 bedrooms and 3 baths. A bright, open-concept layout creates a natural flow for entertaining, while the split floor plan provides ideal privacy for guests or family. High-end finishes and custom details are found throughout—from tray ceilings and built-ins to designer closets and a warm gas fireplace anchoring the main living space. The chef’s kitchen is both functional and refined, featuring stainless Viking appliances, granite countertops, custom cabinetry with glass accents, a walk-in pantry, and a reverse osmosis system with instant hot water—perfect for everyday living and hosting alike. Step outside to your pocketing sliding doors to a shaded, private Florida retreat - where a saltwater PebbleTec pool and spa, pavered pool deck, and fire pit set the tone for relaxed coastal living. The fully equipped outdoor kitchen—complete with grill, sink, and refrigerator—makes entertaining a breeze, all complemented by a charming side garden for added privacy and ambiance. Constructed with concrete block and outfitted with all impact-rated windows and doors plus electronic shutters - the home offers exceptional peace of mind. Modern conveniences include a Control4 smart home system and a new (2025) tankless water heater. An oversized three-car garage with epoxy flooring, irrigation well, and meticulous attention to detail complete the offering.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Monica Verinder (941-704-4040)
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