Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2120 CRAFT LN, SARASOTA, FL 34239
$749,0003 Days on yellowkey MLS ID: A4696329
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1956Monthly Fee: $17 Tax: $6,826 (2025)Community: Norwood ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,826
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Beautifully remodeled coastal cottage in one of Sarasota’s most coveted locations—just minutes to Siesta Key, downtown Sarasota, and steps from Arlington Park and in the sought after Southside School District. Completely renovated late 2024, this move-in ready residence offers peace of mind with a substantial plumbing upgrade (37K) -with full repipe of all cast iron and all new hot and cold water lines. Additional all new IMPACT windows, beautiful new tile flooring throughout, and a fully transformed kitchen designed to impress. WOW that kitchen!! Quartz countertops, stylish cabinetry, designer lighting and backsplash, and effortless flow into the living spaces, the kitchen serves as the true heart of the home—perfect for everyday living and entertaining alike. All new appliances. Warm honey-toned wood-look tile creates a seamless, elevated feel throughout, while the desirable split floor plan offers both comfort and privacy. Tucked away from the guest bedrooms, the spacious primary suite feels like a private retreat and offers a rare feature for a home of this era—a generously sized closet along with a beautifully updated ensuite bath. Additional bedrooms provide flexibility for guests, family, or a stylish home office, including one space ideal for built-in workspace potential. The bright, welcoming living area invites relaxation, while the peaceful lanai, shaded beneath mature trees, creates the perfect backdrop for morning coffee, evening cocktails, or unwinding after a day at the beach. And then there is the location—truly exceptional. Just minutes to the world-famous Siesta Key, vibrant downtown Sarasota, waterfront dining, boutique shopping, arts, and entertainment. Even better, Arlington Park is only moments away, offering pools, pickleball, tennis courts, walking trails, playgrounds, and lush green space right in your neighborhood. Whether you are seeking a full-time residence, winter retreat, or investment opportunity, this home delivers the quintessential Sarasota lifestyle with style, convenience, and coastal charm.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Danelle Haag (941-806-9821)
2492 WATERVIEW CT, SARASOTA, FL 34231
$995,00048 Days on yellowkey MLS ID: A4691223
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
Elementary School: Phillippi Shores Elementary
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)
3271 ALEX FINDLAY PL, SARASOTA, FL 34240
$1,399,00069 Days on yellowkey MLS ID: A4688584
0 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3340 Built: 2002Monthly Fee: $369 Tax: $5,792 (2025)Community: Laurel Oak Estates Sec 02Spa: YesSingle Family
Taxes:$5,792
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Built in 2002 by Lee Wetherington Homes, this residence stands as one of the newer offerings within Laurel Oak Estates, combining timeless design with thoughtful updates and a sought-after cul-de-sac setting overlooking tranquil pond views. Spanning more than 3,300 square feet, the home is designed for both everyday living and entertaining. High ceilings with tray details, crown molding, arched doorways, and expansive windows create a bright, open atmosphere throughout. A glass double-door entry introduces the formal living and dining spaces, where a built-in buffet or bar enhances functionality for hosting. The living room is highlighted by an aquarium-style window framing views of the pool and water beyond. At the center of the home, the eat-in kitchen serves as the hub of the layout, featuring solid wood cabinetry, granite countertops, tile backsplash, stainless steel appliances, a center island, breakfast bar, and casual dining nook. The kitchen flows seamlessly into the family room, where pocketing glass sliders open fully to the screened pool deck—creating a seamless indoor-outdoor connection. An oversized media room just off the family room offers additional flexibility and also provides direct access to the outdoor living space. The primary suite is privately positioned and features French doors to the pool deck, dual walk-in closets, and an en-suite bath designed for comfort and functionality. Two guest bedrooms, a dedicated office with built-ins, and a bonus room complete the layout. Outdoor living is equally compelling. The pavered pool deck is fully screened and offers covered lounge and dining areas, a swimming pool, and a raised spa with a waterfall feature—all overlooking peaceful water views. Mature landscaping and a side-entry three-car garage enhance curb appeal, while the short cul-de-sac location adds an extra layer of privacy. A newer roof (2023), updated pool cage (2012), and whole-house generator contribute to the home’s overall readiness. Laurel Oak Estates is a guard-gated community known for its manicured grounds and estate-sized homes. Residents have the option to join Laurel Oak Country Club, offering two championship golf courses, tennis, pickleball, aquatics, and an active social calendar. Beyond the gates, the location places you moments from The Celery Fields, Rothenbach Park, and Waterside Place at Lakewood Ranch, along with UTC’s shopping and dining district. Downtown Sarasota, SRQ Airport, cultural venues, and the Gulf beaches are all within easy reach, creating a lifestyle that balances privacy with accessibility.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
5624 AARON CT, SARASOTA, FL 34232
$620,0009 Days on yellowkey MLS ID: A4695501
REDUCED by $5,000 (0.8%) on 06/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1800 Built: 2007Monthly Fee: $150 Tax: $6,154 (2025)Community: Oak VistasSpa: YesSingle Family
Taxes:$6,154
Elementary School: Brentwood Elementary
Remarks: SELLER FINANCING AVAILABLE!!!!! Discover the perfect blend of luxury, privacy, and convenience in this beautifully maintained 3 bedroom, 2.5 bathroom custom home nestled on a quiet cul-de-sac in the heart of Sarasota. Designed for both comfortable everyday living and effortless entertaining, this exceptional residence features an open-concept floor plan, soaring ceilings, and seamless indoor-outdoor living. The expansive living room showcases stunning coffered ceilings and easy to clean tile and wood inlay flooring throughout. Flowing effortlessly into the chef-inspired kitchen, complete with solid wood cabinetry, granite countertops, a large center island, and newer stainless steel appliances, perfect for gathering with family and friends. The luxurious primary suite offers direct access to the pool and lanai, dual walk-in closets, and a generous en-suite bath designed for relaxation. A desirable split-bedroom floor plan places the two guest bedrooms on the opposite side of the home, providing privacy for family and visitors alike. These versatile rooms also offers an ideal setup for a home office, fitness room, or creative workspace. Step outside to your private backyard oasis, where a screened lanai features a heated saltwater pool and spa, along with a fully equipped outdoor kitchen. Whether hosting guests or enjoying a peaceful evening at home, this resort-style outdoor living space is a rare find at this price point. Recent upgrades provide peace of mind and exceptional value, including a newer A/C system, tankless water heater, whole-house water filtration system, and newer stainless steel appliances. These thoughtful improvements enhance comfort, efficiency, and long-term value for the next homeowner. Additional highlights include a spacious 2-car garage, manicured tropical landscaping, low-maintenance living, and a prime Sarasota location just minutes from I-75, Bee Ridge Road, shopping, dining, top-rated schools, golf courses, medical facilities, and world-famous Gulf Coast beaches. This move-in-ready Sarasota pool home combines quality craftsmanship, modern upgrades, energy-efficient features, and an unbeatable location. Schedule your showing today and experience the best of Florida living.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
6006 MIDNIGHT PASS RD #48, SARASOTA, FL 34242
$380,00039 Days on yellowkey MLS ID: A4691484
REDUCED by $19,900 (5.0%) on 06/07/2026
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 420 Built: 1960 Tax: $2,987 (2025)Community: Casa MarSpa: NoCondo
Taxes:$2,987
Remarks: PRICE IMPROVEMENT – NOW OFFERED AT $380,000! Private Beach Access and exceptional value on Siesta Key! Rare opportunity to own in highly desirable Casa Mar and create your own island retreat with outstanding value-add potential. With a recent price reduction of nearly $20,000, this studio unit presents one of the most compelling opportunities to own on Siesta Key. The unit already features updated lower kitchen cabinetry, quartz countertops, and a stainless-steel sink, providing an excellent foundation for customization. Ready for a new owner to install appliances and replace the A/C, the unit is priced accordingly and offers tremendous potential for investors, seasonal residents, or buyers seeking an affordable entry into one of Florida's most sought-after beach communities. Ideally situated within the community, this premium location places the pool directly behind the unit and provides convenient access to the private beach path leading to Siesta Key's world-famous powdery quartz sand beaches and stunning Gulf waters. Spend your days enjoying the sunshine, taking peaceful walks along the shoreline, and ending each evening with breathtaking Gulf Coast sunsets just steps from your door. Casa Mar permits weekly rentals, creating excellent income-producing potential and flexibility for owners. The condominium association fee includes cable, internet, water, sewer, building insurance, exterior maintenance, and grounds care, making ownership simple and convenient. Whether you're searching for an investment property, vacation getaway, or future beachside escape, this is an opportunity to secure a piece of Siesta Key at an attractive price point. Private beach access, weekly rentals, and endless possibilities. ????????
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Susan Beaver, Llc (732-489-3727)
1010 VILLAGIO CIR #106, SARASOTA, FL 34237
$249,9001218 Days on yellowkey MLS ID: A4560093
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002Monthly Fee: $329 Tax: $2,049 (2021)Community: Villagio CondominiumCondo
Taxes:$2,049
Elementary School: Tuttle Elementary
Tax Year: 2021
Middle School: Booker Middle
Remarks: WONDERFUL. UNIQUE SARASOTA CONDO ON A VERY CONVENIENT PLACE. NEAR DOWNTOWN, BEACHES, ST. ARMANDS CIRCLE SHOPPING-RESTAURANTS AND ORIOLES BASEBALL STADIUM. AFFORDABLE PRICE.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Gloria Insua Massa (941-302-8123)
1759 WALDEMERE ST, SARASOTA, FL 34239
$4,449,999247 Days on yellowkey MLS ID: A4666725
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4513 Built: 2025 Tax: $13,348 (2024)Community: Midwood ManorSpa: YesSingle Family
Taxes:$13,348
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachel Hamrick (941-529-1773)
4822 OCEAN BLVD #11E, SARASOTA, FL 34242
$399,00057 Days on yellowkey MLS ID: TB8498225
REDUCED by $20,000 (4.8%) on 06/09/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,517 (2025)Community: Siesta TowersSpa: NoCondo
Taxes:$4,517
Remarks: The best bargain on the beach! 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nathan Shirk (585-356-2197)
2816 MICHIGAN ST, SARASOTA, FL 34237
$379,00058 Days on yellowkey MLS ID: A4689787
REDUCED by $20,500 (5.1%) on 06/05/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1380 Built: 1956 Tax: $872 (2025)Community: Glen RidgeSingle Family
Taxes:$872
Elementary School: Alta Vista Elementary
Remarks: SAY HELLO TO A GOOD BUY * SOLAR PANELS ARE OWNED (not leased), HOUSE IS KEPT AT 74 DEGREES AND THE HIGHEST POWER BILL IS $50+/-/MONTH WHICH IS AN ESTIMATED SAVINGS OF ABOUT $200/MONTH * This home has been LOVINGLY RENOVATED * NEW Kitchen with NEW Cabinets & Countertops & NEW Appliances * NEW Bathroom with NEW Vanity & NEW Shower * NEW Tile Flooring * NO Carpet * NEW Paint * Metal Roof * Solar Panels so you have a very low electric bill * LARGE Carport & Storage Room * This house is beautiful with a very large Living Room & Dining Room - there's a lot of A/C Living Space * Spacious Front Yard * Paver Park area is located in a great school district * You are minutes to Payne Park and a few blocks to The Legacy Trail * Short bike ride to Downtown and the Bay Front * Short car ride to Selby Botanical Gardens, Siesta Key, St Armand's Circle & Lido Beach * This is an EXCELLENT year round home OR winter getaway * One look & you'll fall in love * Run, don't walk to this INCREDIBLE VALUE *
Listing Agent: Glenn Brown (941-342-6464)
611 VENICE LN, SARASOTA, FL 34242
$1,072,00050 Days on yellowkey MLS ID: A4686684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2168 Built: 1972Monthly Fee: $42 Tax: $9,119 (2025)Community: Siestas Bayside Waterside EastSpa: NoSingle Family
Taxes:$9,119
Remarks: Island living meets easy everyday comfort in this turnkey furnished Siesta Key pool home. With 3 bedrooms, 2 bathrooms, approximately 2,168 square feet of living space and a 2-car garage, there is room for full-time living, a vacation getaway, or a high-demand rental. Built of concrete block, this Ruth Richmond home offers peace of mind with major updates already done: brand new metal roof with warranty (April 2026), AC with warranty (August 2023), garage door (March 2025), front door (April 2025), and low-maintenance terrazzo flooring. Step inside to an inviting, well-planned layout with the primary suite on one side of the home with updated ensuite bath, and guest bedrooms on the other, offering privacy for family and visitors. The newly updated kitchen features granite countertops and modern finishes. The living room, dining area, and sunroom flow together seamlessly and overlook your private backyard oasis. Outside, enjoy your own sparkling, “sports pool” with a shallow area across the center, ideal for hosting friends for a game of pool volleyball, playing with the kiddos, or lounging. A brand-new fence with self-closing gates (April 2025) wraps the yard in privacy, creating a quiet retreat after a day at the beach. Located on world-famous Siesta Key with low HOA fees of just $500 per year, you’re just minutes from the white quartz sand beaches, charming village shops and restaurants, boating, kayaking, and all the island lifestyle has to offer. This home combines an incredible coastal location with everyday convenience. Turn the key, drop your bags, and start living the Siesta Key lifestyle at 611 Venice Lane.
Listing Agent: Christine Pope (941-685-5565)
862 HUDSON AVE #862, SARASOTA, FL 34236
$899,90012 Days on yellowkey MLS ID: A4695298
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1362 Built: 1989 Tax: $10,348 (2025)Community: Hudson LandingsCondo
Taxes:$10,348
Remarks: Waterfront elegance meets downtown convenience in Hudson Landings, one of Sarasota's most desirable west of-the-trail enclaves Privately positioned along a tranquil canal with a deeded dock and direct access to Sarasota Bay, this exceptional ground-floor residence presents a rare opportunity to enjoy an effortless boating lifestyle just moments from the city's vibrant cultural and culinary offerings. Spanning 1,362 square feet, the thoughtfully curated interior features three bedrooms and two baths, blending timeless coastal sophistication with modern comfort. The open-concept design is filled with natural light and anchored by a beautifully updated kitchen appointed with granite countertops, stainless steel appliances and casual seating that flows seamlessly into the living and dining spaces. Elevated ceilings enhance the sense of openness, while expansive windows invite the waterfront setting indoors. The serene primary suite overlooks the bayou and pool, creating a peaceful retreat framed by water views and lush tropical surroundings. Two additional guest bedrooms offer flexibility for visiting family and friends.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
3137 BAY ST, SARASOTA, FL 34237
$529,9996 Days on yellowkey MLS ID: A4696080
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1672 Built: 1959 Tax: $7,057 (2025)Community: Bellevue TerraceSpa: NoSingle Family
Taxes:$7,057
Remarks: Rare mid-century A-frame pool home in central Sarasota with no HOA and weekly rentals permitted. This block-construction home offers 4 bedrooms, 2 renovated baths, and a spacious primary suite with ensuite bath and private pool access. The kitchen features Corian countertops, under-cabinet lighting, and reverse osmosis connected to the refrigerator ice maker. Enjoy a fenced backyard with heated screened pool, excellent sun exposure, and a large paver patio for entertaining. Community park, Pompano Pickleball, and Legacy Trail access in neighborhood. Minutes to Downtown Sarasota, Pinecraft, Siesta Key, Lido Key, UTC, golf, dining, and SRQ Airport—ideal as a primary residence, vacation home, or investment property.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Sherry Rybczynski (303-325-1870)
9011 MIDNIGHT PASS RD #426, SARASOTA, FL 34242
$569,000238 Days on yellowkey MLS ID: A4668084
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1093 Built: 1974 Tax: $5,686 (2024)Community: Sunrise Cove Sec 4Condo
Taxes:$5,686
Remarks: Location! Location! Location! Great Investment Property, Rent 12 times a year with a 30 day minimum and an onsite management company! Experience true waterfront living with spectacular views all day long of the Intracoastal Waterway from your Condo and breathtaking sunrises every morning! The grounds are absolutely Stunning! This TURNKEY furnished 2-bedroom, 2-bath condo on the 4th floor of Sunrise Cove offers comfort, style, and convenience. The spacious living room features beautiful Hard wood floors and sliding glass doors that open to a screened-in lanai with remote-controlled blinds, and a spectacular views of the Intercoastal Waterway perfect for relaxing and enjoying the panoramic views. The primary bedroom included Hardwood flooring a walk-in closet, and an en-suite bath with a large walk-in shower. The second bedroom also features wood floors, a walk-in closet, and views of the Gulf of Mexico and beach across the street. The hall bath offers a walk-in shower and tile flooring. The kitchen opens to the dining and living areas, creating an inviting open-concept layout ideal for entertaining. Additional updates include a brand-new air conditioning unit (2025) and new water heater (2025) and Brand new Roof (2025) Community Highlights: Two heated swimming pools, including an Olympic-size pool with restrooms and a covered lounge area Pickleball and tennis courts State-of-the-art fitness center and game room On-site management with 30-day minimum rentals, offering great income potential Turtle Beach is just across the street, and the free Siesta Key Breeze trolley stops nearby every 15 minutes Two popular waterfront restaurants, Turtles on the Bay and Ophelia’s on the Bay, are right next door Extra storage closet conveniently located near the elevators in the laundry room Recent community updates: new roofs, new docks, and nearly completed new carports Enjoy the best of Siesta Key living—whether as a vacation home, income-producing property, or full-time residence, this fabulous waterfront condo offers it all!
Listing Agent: Sheryl O'Keefe (941-376-2112)
8250 SANDERLING RD, SARASOTA, FL 34242
$18,900,000307 Days on yellowkey MLS ID: A4660281
Bed: 5 Bath: 6.0 Gar: 6 Liv Area Sq Ft: 7756 Built: 2000Monthly Fee: $450 Tax: $102,460 (2024)Community: Sanderling Club / Siesta KeySpa: YesSingle Family
Taxes:$102,460
Remarks: Guy Peterson's architectural masterpiece is located in Sarasota's most prestigious gated enclave. Positioned on the white sands of Siesta Key, 8250 Sanderling Road is more than a residence; it is a bold statement in modern architecture, masterfully envisioned by renowned architect Guy Peterson, FAIA. Set on 1.54 private acres with 150 feet of Gulf-front beach and 150 feet of lagoon frontage behind the gates of the exclusive Sanderling Club, this estate is a rare fusion of design innovation, artistic expression, and coastal tranquility. Widely recognized as one of Florida’s most iconic modern beach residences, the property has received top honors including the AIA Florida Test of Time Design Award, AIA Florida Gulf Coast Honor Award and the AIA Florida Excellence in Architecture Award, and has been featured in The Wall Street Journal, HGTV’s Homes Across America, Robb Report, Florida Design, Sarasota Magazine and more. It is also prominently included in Four Florida Moderns and 50 US Architects Residential and Planning, placing it among the most significant architectural achievements in the country. The home was designed as a series of four interconnected pavilions anchored in concrete and glass. It was reimagined in 2014 by the original architect, Guy Peterson, alongside Michael K. Walker and Richard Geary. The result is a striking architectural clarity that elevates the original design while introducing refined modern comforts. The sculptural façade is defined by bold horizontal lines, artful cutouts, and a seamless blend of poured concrete, steel, and sanded glass. A shell stone path leads to a dramatic entry, where the residence begins to unfold like a gallery of light and form. Inside, the interiors echo the clean geometry of the exterior. A soaring multi-level foyer acts as a central spine of the home, where light, shadow and structure interplay like a living installation. The custom-designed bar, lit by an onyx countertop, is functional and atmospheric. The dining room is framed by concrete columns and translucent glass, revealing a cinematic view of the Gulf beyond. The kitchen, anchored by warm teak millwork, features dual islands, Miele and Wolf appliances, and honed marble surfaces, creating a space as elegant as it is functional. The owner’s suite offers a peaceful retreat with a sitting area, private terrace, and coffee bar, while dual baths evoke spa-like tranquility with stone finishes and minimalist detailing. A private office with panoramic Gulf views inspires focus, while additional guest suites offer comfort and privacy with en-suite accommodations. Outside, a sprawling terrace connects indoor and outdoor living, ideal for intimate reflection or entertaining against the sound of waves. Residents of The Sanderling Club enjoy access to a private marina and beach plus 24-hour guard-gated enclave celebrated for its discretion and architectural legacy. With its distinguished pedigree and timeless design, 8250 Sanderling Road is a coastal sanctuary that honors the past, elevates the present, and secures its place among the most architecturally significant homes in on Florida’s Gulf Coast.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
201 S SHADE AVE, SARASOTA, FL 34237
$1,634,00091 Days on yellowkey MLS ID: TB8484159
REDUCED by $15,000 (0.9%) on 06/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2488 Built: 2024 Tax: $14,319 (2025)Community: Terrace GardensSingle Family
Taxes:$14,319
Remarks: Welcome to this exceptional ONE-STORY, NEWER CONSTRUCTION, 4 Bedroom, 3 Bath home featuring a Saltwater Pool, Lanai, Outdoor Kitchen and oversized 2 Car Garage. Offering over 2500 square feet of luxurious living space, this home is perfect for entertaining and enjoying the ultimate Florida lifestyle. Located in FLOOD ZONE X and just minutes to Downtown Sarasota, this custom-built home boasts all BLOCK construction, a metal roof, maintenance-free aluminum soffits and fascia, Impact Rated Windows, Doors and Sliders, a tankless water heater and a professionally designed custom landscaping package. Interior features have been thoughtfully designed and include 12 ft 8-inch ceilings in the Great Room and Kitchen, 8 ft solid core doors and engineered hardwood floors throughout the home. The well-appointed kitchen is sure to please the most discerning chef with custom wood Shaker Cabinets, an oversized island, Quartz countertops, Z-Line Appliances, double oven, an induction range with custom hood and includes a convenient Dry Bar with floating wood-stained shelves and a wine refrigerator. The Primary Suite is a sanctuary and exudes elegance with tray ceilings, a custom design wall featuring detailed trim work and sliding glass doors providing private access to the outdoor pool and patio oasis. Primary Bath delights with a freestanding soaking tub, an oversized shower with rain head, a makeup vanity and Quartz countertops. Entertain with style in the Great Room complete with fireplace, 50-inch oversized chandelier and wall to wall 8 ft pocketing sliding glass doors opening to the Lanai and Saltwater Pool. 3 additional bedrooms, one featuring a decorative custom accent wall perfect for an office/flex room, are all generously sized with built-in closets. The Laundry Room includes a custom tile floor, built-in cabinets, Quartz countertops and a Samsung Smart washer and dryer. Easy access to Downtown, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, Siesta Key and all area beaches makes this Move-In Ready home a must see! Embrace Sarasota living at its finest!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Christine Mastrilli (813-205-6195)
707 S GULFSTREAM AVE #505, SARASOTA, FL 34236
$695,000177 Days on yellowkey MLS ID: A4675101
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $104,000 (13.0%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1240 Built: 1974 Tax: $6,333 (2024)Community: Essex HouseSpa: NoCondo
Taxes:$6,333
Remarks: Be prepared for the breathtaking, UNOBSTRUCTED BAY VIEWS from this exquisite condominium in the Essex House – one of downtowns most coveted addresses and among the few residences untouched by neighboring development. Exquisitely positioned showcases breathtaking vistas of Siesta Key, Sarasota Big Pass, Marina Jack and Downtown Sarasota. From dramatic floor-to-ceiling windows, enjoy a front-row seat to Sarasota's legendary sunsets every evening. This thoughtfully updated 2+ bedroom, 2 bath residence blends sophistication with comfort. Coffered ceilings with recessed lighting and a built-in electric fireplace create an inviting ambiance - perfect for relaxing as the sun dips into the Gulf. The contemporary kitchen is as functional as it is stylish, featuring stainless steel appliances, open shelving, and expansive quartz countertops ideal for entertaining. The redesigned primary suite offers a serene private retreat, complete with a custom closet, built-in desk area, bench seating with additional storage, dual vanities with quartz countertop, and a beautifully appointed walk-in shower. You will appreciate the clean lines of wood imprinted porcelain tile flooring throughout, additional storage, built-in bookcases and washer/dryer. A true showpiece of the home is the fully enclosed glass Florida Room - an airy and seamless extension of the living space accessible from the living area and both bedrooms. Surrounded by glass and equipped with screens, it is the perfect setting for morning coffee or evening cocktails while soaking in the ever-changing, memorizing views. Located in the vibrant heart of downtown, you are just steps from award-winning dining, theatres, galleries, boutique shopping, and Whole Foods. Residents of the Essex House enjoy premier amenities include a fitness center, pool deck, security, covered garage parking with an assigned space, and pet-friendly living. This is a rare opportunity to own unobstructed water views paired with refined downtown luxury - plus the added peace of mind that all assessments have been paid.
Listing Agent: Scott Rickards, Pa (941-356-7040)
2949 BOUGAINVILLEA ST, SARASOTA, FL 34239
$444,95077 Days on yellowkey MLS ID: A4687629
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 1958 Tax: $4,700 (2025)Community: South GateSingle Family
Taxes:$4,700
Remarks: Back on the market fresh, improved, and truly move-in ready, this fully renovated 3-bedroom, 2-bath home now features even more valuable upgrades for added peace of mind. Recent major improvements include a brand-new electrical panel, professionally repaired HVAC ductwork, a brand-new tankless water heating system for the interior of the home, a serviced garage door with a newly installed reverse safety system and garage door opener, plus a sewer system inspection and professional cleaning completed by a licensed plumber with a transferable 10-year warranty provided. Combined with a newer roof and updated HVAC system, this home offers the perfect blend of style, comfort, and confidence in the heart of Central Sarasota. Ideally located just minutes from Downtown Sarasota, Siesta Key Beach, shopping, dining, and all that Sarasota has to offer, the location makes it easy to enjoy the very best of the area. Inside, a bright and open layout immediately stands out, featuring expansive living spaces, wide plank flooring, and an abundance of natural light pouring through oversized windows. The seamless flow between the living, dining, and kitchen areas creates an inviting atmosphere that feels both airy and connected. The fully redesigned kitchen showcases sleek cabinetry, stainless steel appliances, modern lighting, and a large peninsula with bar seating, perfect for entertaining or casual everyday living. Both bathrooms have been tastefully renovated with contemporary finishes, stylish tile work, and glass enclosures, continuing the home’s clean and cohesive modern aesthetic. Extensive updates throughout include new flooring, fresh interior and exterior paint, updated landscaping, modern lighting, and updated doors. All three bedrooms offer comfortable space and natural light, while the overall design feels fresh, bright, and completely turnkey. Step outside to a fully fenced backyard with a spacious patio ideal for relaxing, entertaining, or creating your own outdoor retreat. With plenty of room for pets, play, or future possibilities, and no HOA restrictions, this property delivers flexibility along with style. Freshly reintroduced to the market and loaded with upgrades, this is an exceptional opportunity to own a beautifully renovated Sarasota home that is ready to enjoy from day one. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
2531 WISTERIA ST, SARASOTA, FL 34239
$2,497,00014 Days on yellowkey MLS ID: A4694903
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3203 Built: 2026Monthly Fee: $17 Tax: $4,502 (2025)Community: South GateSpa: YesSingle Family
Taxes:$4,502
Remarks: Perfectly positioned in the heart of the highly sought-after South Gate neighborhood, this exceptional new construction residence by Park Residences LLC masterfully blends timeless architecture, designer-curated finishes, and state-of-the-art functionality to create an extraordinary family retreat. Offering 5 bedrooms, 5 bathrooms, and an uncompromising level of craftsmanship throughout, every detail of this luxury home has been thoughtfully designed for elevated everyday living. From the moment you enter, you are welcomed by refined interiors highlighted by 7 1/4-inch white oak engineered hardwood flooring flowing throughout, complemented by level 4 drywall finishes, custom feature walls, and stunning Visual Comfort lighting and ceiling fans, hand-selected by our interior designer. A dramatic living area showcases a sleek horizontal fireplace flanked by custom shelving creating a warm yet elegant focal point ideal for entertaining or relaxing with family. The gourmet chef’s kitchen is both elegant and functional, featuring custom white oak soft-close cabinetry, exquisite quartzite surfaces, a custom-built pantry, and a premium suite of luxury appliances. Culinary enthusiasts will appreciate the Thermador 48-inch built-in smart French door refrigerator/freezer with integrated custom paneling, Thermador dishwasher with custom cabinetry front, Fisher & Paykel 48-inch induction range with convection oven, and Sharp smart microwave drawer. Every element has been selected to combine beauty, innovation, and performance seamlessly. A custom staircase with 1 1/4-inch solid wood stair treads, beautifully stained and brushed, adds architectural character while leading to spacious secondary living areas and bedrooms. Custom closets throughout the home provide exceptional organization and storage, while pre-wiring for sound allows for effortless integration of modern smart-home living. Built with superior quality and efficiency in mind, the residence features PGT impact windows and Thermatru doors, spray foam insulation in the roof deck, garage, and lanai ceilings, and a durable steel tile roof with a lifetime warranty. Two Daikin 15 Seer heat pump air conditioning systems with Nest thermostats provide year-round comfort, while two water heating systems — including a tankless instant hot water heater and a 55-gallon Rheem Gladiator with leak detection — ensure convenience and peace of mind. Outdoor living is equally impressive with a resort-inspired heated saltwater pool and spa featuring a gunite finish, elegant waterline tile, sun shelf, autofill system, and expansive marble pool decking. A 6ft fully fenced creates a private oasis perfect for entertaining, pets, or family gatherings. Combining luxury finishes, advanced construction quality, and impeccable design in one of the area’s most desirable family neighborhoods, this remarkable South Gate residence offers a rare opportunity to own a truly remarkable new construction home where sophistication, comfort, and functionality come together effortlessly.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
4401 LITTLE JOHN TRL, SARASOTA, FL 34232
$529,0007 Days on yellowkey MLS ID: A4695906
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1894 Built: 1986Monthly Fee: $50 Tax: $4,285 (2025)Community: Sherwood ForestSpa: YesSingle Family
Taxes:$4,285
Elementary School: Fruitville Elementary
Remarks: Nestled beneath majestic oak trees in the established Sherwood Forest community, this beautifully maintained home offers the perfect blend of privacy, character, and convenience. Situated on a spacious homesite, the property welcomes you with mature landscaping, abundant shade, and a tranquil setting rarely found in such a central Sarasota location. Inside, you'll find a thoughtfully designed floor plan featuring generous living spaces, abundant natural light, and comfortable accommodations for everyday living and entertaining. Brand new stainless steel appliances with a natural gas range. The home's layout flows seamlessly from the main living areas to the outdoor spaces, creating an inviting atmosphere for gatherings with family and friends. Step outside to enjoy the expansive yard, offering plenty of room for outdoor activities, gardening, or simply relaxing beneath the canopy of mature trees. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property provides exceptional flexibility and value. Conveniently located just minutes from I-75, shopping, dining, top-rated schools, golf courses, and Sarasota's world-famous beaches, this home combines peaceful neighborhood living with easy access to everything the Gulf Coast lifestyle has to offer. Don't miss this opportunity to own a charming Sarasota property in one of the area's most established and desirable communities. New HVAC
Listing is courtesy of: OSIPOV GROUP REAL ESTATE (941-284-4237)
Listing Agent: Bogdan Osipov (941-500-5885)
5389 FOXWOOD DR, SARASOTA, FL 34232
$369,00056 Days on yellowkey MLS ID: A4689846
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1346 Built: 1978 Tax: $3,266 (2025)Community: Ridgewood Estates 19Th AddSpa: NoSingle Family
Taxes:$3,266
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bath single-family home ideally located in the heart of Sarasota. This home features a spacious and functional layout designed for comfortable everyday living. Enjoy tile flooring throughout, providing durability and easy maintenance. The generous living areas create plenty of space for relaxing or entertaining, while the covered and screened porch is perfect for enjoying Florida living year-round. The large, fully fenced backyard provides ample room to add a pool, garden, or outdoor entertaining area. Additional features include a 2-car garage and an oversized driveway with plenty of parking. Recent updates include a newer refrigerator and stove. No HOA, providing added flexibility and fewer restrictions. Conveniently located near shopping, dining, and major roadways. This property is not located in a flood zone.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Fidan Ghoulami, Pa (305-336-5423)
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