Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1650 PINYON PINE DR, SARASOTA, FL 34240
$824,90010 Days on yellowkey MLS ID: A4696661
2 Days Off yellowkey (back on 6/17/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3222 Built: 2005Monthly Fee: $80 Tax: $4,387 (2025)Community: Villages At Pinetree SpruceSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,387
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome the Enclave- a suburban Sarasota neighborhood that blends tranquility with convenience. This special listing boasts over 3,200 square feet of living area, five bedrooms plus and office, three bathrooms, three car garage, heated pool and much more. The first thing you’ll notice about this home is its prime positioning within the neighborhood. Set in the back of the neighborhood, this property backs up to a community owned preserve area with sunny southerly exposure for a bright and sunny home and lots of warmth on the pool area. Approaching the home you will notice the fantastic curb appeal and walkway area to the front door. The three-car garage provides for abundant storage spaces as well. Where this home really shines is in the value department- it boasts a new flat tile roof (2024), and each window in the home is an impact rated storm window for peace of mind (2024). In addition to the structural upgrades the interior of this home has been meticulously cared for and upgraded over the years by current owner. You’ll notice either engineered wood or tile flooring throughout, updated kitchen and bathrooms, abundant craftsmen-style built-ins in many tasteful areas, 2 built-in electric fireplaces, crown molding, and detailed trim work. The primary bedroom features a tastefully updated bathroom with dual sinks, walk-in shower and soaking tub- as well as dual closets with built-ins and a fireplace. The kitchen has beautiful granite counters with an open concept feel, walk-in pantry and upgraded tile backsplash. Moving outdoors you will find an impressively large caged lanai with clear view screened cage, heated pool, fenced dog run area with turf, covered eating area and serene views that have been known have the occasional deer stroll by! The location of this neighborhood is incredible- located near Tatum Ridge Elementary school, Celery Fields Park and nature area, Rothenbach park and many new shopping, dining and retail areas, you really cannot miss with this fine home. Call to schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
217 S SHADE AVE, SARASOTA, FL 34237
$1,799,000471 Days on yellowkey MLS ID: A4628117
REDUCED by $100,000 (5.3%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Elementary School: Alta Vista Elementary
Tax Year: 2023
Middle School: Booker Middle
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
3319 S OSPREY AVE, SARASOTA, FL 34239
$1,950,00089 Days on yellowkey MLS ID: A4687005
REDUCED by $45,000 (2.3%) on 06/17/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3554 Built: 2023 Tax: $27,521 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$27,521
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: A rare fusion of modern luxury, designer finishes, and an unbeatable Sarasota location, this stunning 2023-built residence at 3319 S Osprey Ave delivers the ultimate move-in-ready lifestyle just moments from Siesta Key Beach and Downtown Sarasota. Tucked within the highly sought-after Southside School District, this exceptional home by M&J Pham Development showcases impeccable craftsmanship, elevated design, and seamless indoor-outdoor living—perfectly tailored for those who appreciate both sophistication and comfort. From the moment you arrive, the home’s striking curb appeal, lush tropical landscaping, and expansive paver driveway set the tone for what awaits inside. Step through the front entry into a light-filled, open-concept floor plan where wide-plank luxury flooring, soaring ceilings, and a soft, coastal-modern palette create an airy and refined ambiance. The heart of the home is a show-stopping chef’s kitchen, thoughtfully designed with an oversized waterfall island, sleek custom cabinetry, quartz countertops, and a premium Fulgor Milano stainless steel appliance package, all illuminated by elegant designer lighting—creating the perfect space for both everyday living and elevated entertaining. The spacious living area flows effortlessly to the outdoor oasis through expansive glass doors, blending indoor and outdoor living with ease. Upstairs and throughout the home, generously sized bedrooms each feature private ensuite bathrooms and custom California Closets, offering both comfort and privacy for family and guests alike. The primary suite is a true retreat, boasting a spa-inspired bathroom with dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a beautifully designed custom closet system. A versatile main-floor den provides the flexibility for a private office, formal dining space, or additional lounge, while the upstairs bonus loft with wet bar and wine refrigerator creates the perfect setting for entertaining, media nights, or hosting guests. Step outside to your private resort-style backyard, where a newly completed custom pool and spa (2024) takes center stage. Surrounded by lush tropical landscaping and expansive patio space, this outdoor retreat offers the perfect backdrop for relaxing in the sun, entertaining under the stars, or enjoying Sarasota’s year-round coastal climate. A covered lanai and second-story balcony further enhance the home’s outdoor living experience, providing multiple spaces to unwind and take in the serene surroundings. Additional highlights include a 2-car garage, dedicated laundry room, high-end finishes throughout, and meticulous attention to detail at every turn, making this home truly turnkey and move-in ready. Ideally located just minutes from Siesta Key’s world-renowned beaches, vibrant Downtown Sarasota, Sarasota Memorial Hospital, premier dining, shopping, and top-rated schools, this residence offers not just a home—but a lifestyle defined by luxury, convenience, and the very best of coastal Florida living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
6356 MIGHTY EAGLE WAY, SARASOTA, FL 34241
$595,00030 Days on yellowkey MLS ID: C7526445
REDUCED by $12,500 (2.1%) on 06/17/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3255 Built: 2017Monthly Fee: $220 Tax: $7,198 (2025)Community: Fairways/Bent TreeSingle Family
Taxes:$7,198
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: This exceptional four-bedroom, three-bathroom residence sits on a golf course, offering a serene setting. Fresh updates throughout create an inviting atmosphere ready for immediate occupancy. Upon entering you'll discover freshly painted interior walls that brighten every room. The main level flows smoothly, featuring a butler's pantry for elegant entertaining and convenient service. New carpet t adds in bedrooms and loft offer warmth and comfort underfoot. Upon arriving to the second floor to find a large bonus loft—versatile space perfect for an office, recreation area, or guest retreat. Two additional bedrooms and two full bathrooms complete the upper level, with a 4th bedroom on the first floor providing ample accommodation for all occupants. This combination of updated interiors, thoughtful layout, and premium location makes this residence an outstanding choice. Call today to schedule your private showing and experience this golf course property firsthand.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
6325 RIVO LAKES BLVD, SARASOTA, FL 34241
$850,0009 Days on yellowkey MLS ID: A4696525
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2418 Built: 2019Monthly Fee: $197 Tax: $8,716 (2025)Community: Rivo LakesSpa: YesSingle Family
Taxes:$8,716
Middle School: Riverview Middle
Remarks: Welcome to this stunning luxury pool home in Rivo Lakes, where style, comfort, and location come together seamlessly. This beautifully designed 4-bedroom, 3-bath residence with a spacious 3-car garage offers the perfect blend of elegance and everyday functionality. Step inside to discover an open and inviting floor plan enhanced by gorgeous wood-look tile flooring throughout, creating a cohesive and modern feel. The heart of the home flows effortlessly into your private outdoor oasis featuring a sparkling pool and spa, ideal for relaxing or entertaining year-round. Enjoy ultimate privacy in your backyard retreat, with no homes or roads behind you, creating a peaceful and secluded setting that’s hard to find. The primary suite is a true retreat, complete with two semi-custom walk-in closets which offer exceptional storage and organization. Each additional bedroom is generously sized, providing comfort and flexibility for family, guests, or a home office. Built for peace of mind, this home is equipped with hurricane impact windows, offering safety and energy efficiency. Perfectly located just 15–20 minutes from world-famous Siesta Key Beach and the vibrant UTC Mall and shopping district. You’ll enjoy convenient access to top-rated dining, shopping, and entertainment while savoring the tranquility of East Sarasota living. This is Florida luxury living at its finest. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tracy Anderson (214-621-6128)
300 S PINEAPPLE AVE #302, SARASOTA, FL 34236
$1,495,00046 Days on yellowkey MLS ID: A4691974
REDUCED by $100,000 (6.3%) on 06/15/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2291 Built: 2016 Tax: $19,826 (2025)Community: SansaraSpa: NoCondo
Taxes:$19,826
Remarks: Boutique downtown living takes on a new level of sophistication at Sansara, an exclusive 10-story building with only 17 private residences in one of Sarasota’s most walkable and vibrant locations. Just moments from Burns Court’s cafés, eclectic boutiques, galleries, and the Sarasota Bayfront, this address offers both convenience and a sense of quiet retreat. Residence 302 captures a peaceful, elevated perspective with views of tropical greenery, the glistening pool, and the city skyline beyond. Encompassing nearly 2,300 SF, the home is thoughtfully designed with expansive walls of glass that invite in abundant natural light, rich hardwood flooring, tailored cabinetry, elevated lighting selections, and automated window treatments. The kitchen serves as a stylish centerpiece, appointed with sleek European cabinetry, quartz countertops, premium Bosch appliances plus wine refrigerator, and a spacious island ideal for gathering. The open-concept living area extends effortlessly to a private terrace; an inviting space to start the day or relax in the evening while overlooking the pool below. A well-designed split floor plan provides both comfort and privacy. The primary suite is a serene escape with terrace access, custom walk-in closet, and a spa-like bath featuring dual vanities and a walk-in shower. Two additional guest suites, one perfectly suited for a home office or den, offer versatility for a variety of lifestyles. Additional highlights include impact-rated windows and 10-foot disappearing sliders, multiple outdoor spaces, custom dry bar for effortless entertaining, generously sized laundry room with storage, customized closets, and secure elevator access. Residents of Sansara enjoy a collection of boutique amenities, including a heated saltwater pool and spa, cabana areas, fire pit lounge, outdoor kitchen and grill, a fitness studio, and secure building access. All designed to complement a relaxed yet refined downtown lifestyle. The residence is offered with the option to be sold partially furnished.
Listing Agent: Linda Driggs (941-374-2920)
1931 HIGH POINT CIR, SARASOTA, FL 34236
$1,450,00064 Days on yellowkey MLS ID: A4690458
REDUCED by $45,000 (3.0%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1940 Tax: $13,413 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$13,413
Remarks: FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history (over $83,000 in the first year) along with $27,000+ in future bookings, please inquire for more details
Listing Agent: Fred Sassen (404-408-5956)
603 TREMONT ST, SARASOTA, FL 34242
$3,690,0004 Days on yellowkey MLS ID: A4697224
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3996 Built: 2025 Tax: $7,175 (2025)Community: Waterside-Wood Siestas BaysidSingle Family
Taxes:$7,175
Elementary School: Phillippi Shores Elementary
Remarks: Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
5760 MIDNIGHT PASS RD ##209D, SARASOTA, FL 34242
$1,100,00038 Days on yellowkey MLS ID: A4693020
REDUCED by $75,000 (6.4%) on 06/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1981 Tax: $9,307 (2025)Community: Gulf & Bay Club Ph 4Spa: YesCondo
Taxes:$9,307
Remarks: Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bed, 2-bath condo offering modern finishes and thoughtful upgrades throughout. The kitchen features solid white wood cabinets, granite countertops with tile backsplash, and stainless-steel appliances. A custom built in desk offers a dedicated workspace, blending functionality with high end design. Both bathrooms have been thoughtfully redesigned with contemporary finishes and feature spacious walk-in showers. The private laundry room is equipped with full size washer and dryer. A new impact-rated entry door adds peace of mind. Relax on the screened-in lanai and enjoy your morning coffee or evening cocktails. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities including three heated pools, indoor spa, dry saunas, tennis, pickleball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, 24-hour gated security, and a guest suite that can only be rented by owners. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Public Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand. Whether you are looking for a seasonal sanctuary or a permanent piece of paradise, this condo offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tina Johns (941-323-4775)
8977 MIDNIGHT PASS RD #519, SARASOTA, FL 34242
$585,90017 Days on yellowkey MLS ID: A4694054
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1974 Tax: $6,490 (2025)Community: Sunrise Cove Sec 3Spa: NoCondo
Taxes:$6,490
Remarks: Wake Up Above Sarasota Bay — Penthouse Views, Coastal Living, and Endless Horizons! Imagine beginning each day from your top-floor residence with breathtaking panoramic views of Sarasota Bay and glimpses of the Gulf of Mexico beyond. From morning coffee to spectacular sunsets reflecting across the water, this exceptional 2-bedroom, 2-bath condominium offers a front-row seat to Sarasota's coastal beauty. Perched on the top level, this light-filled residence showcases expansive water views, abundant natural light, and an inviting floor plan designed for comfortable living and effortless entertaining. Watch sailboats glide across the bay, spot dolphins at play, and enjoy the ever-changing scenery from the comfort of your own home. Whether you're searching for a year-round residence, seasonal retreat, or investment in one of Sarasota's most desirable locations, this residence offers the perfect blend of luxury, convenience, and waterfront charm. Ideally located near world-renowned beaches, vibrant downtown Sarasota, exceptional dining, shopping, arts, and cultural attractions, you'll enjoy the very best of Florida's Gulf Coast lifestyle. Top Floor opportunities with sweeping bay views and Gulf vistas are rare. Experience elevated living where every day begins and ends with unforgettable views. If it can't get any better than this, January and Feburary are rented bringing immediate income to future owner!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Amy Disalvo (941-780-8080)
2111 HAWTHORNE ST, SARASOTA, FL 34239
$2,139,000274 Days on yellowkey MLS ID: A4658635
REDUCED by $56,000 (2.6%) on 06/16/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3703 Built: 2024 Tax: $4,500 (2024)Community: La Linda TerraceSpa: YesSingle Family
Taxes:$4,500
Tax Year: 2024
Remarks: Virtually Staged. Move in Ready New Construction Contemporary Gem is now available with a fantastic location just minutes to Downtown Sarasota, Southside Village, the Barrier Islands and more! Step into refined contemporary living with this brand-new, custom-built MAKO Home. Designed for both style and comfort, this exceptional residence features four generously sized bedrooms, each with a private en-suite bath and walk-in closet with built-ins, along with two powder baths for added convenience (one on each floor). The 3 guest rooms are located upstairs with the primary suite located on the first floor and thoughtfully designed with an expansive walk-in closet that includes built-in cabinetry and shelving, a soaking tub, walk-in shower and his and hers vanity! The open-concept layout flows effortlessly into a sleek, light-filled kitchen at the rear of the home. The beautifully designed kitchen is outfitted with two-tone solid wood cabinetry, SS Appliances (Cafe/GE), soft close drawers and doors, Quartz Countertops and an oversized centerpiece island with waterfall edge! Step outside through the hurricane impact sliders and enjoy a private, resort-style setting with views of the inviting saltwater heated pool/spa and fenced in lush backyard. Upstairs, a flexible secondary living area/loft opens onto a spacious covered terrace—perfect for quiet mornings, evening gatherings, or simply soaking in the peaceful surroundings. Included in the upstairs living is a wet bar with storage and wine fridge. The home includes hurricane impact glass throughout with natural light pouring in, an epoxy finished 2-car garage and Dual laundry rooms, one on each level for added convenience. Located just East of Tamiami Trail, this home puts you in the center of it all—walkable to medical facilities, minutes from Downtown Sarasota, and just a short drive to Siesta Key’s world-renowned beaches! A remarkable residence that is well-built for your use as a primary residence, vacation home or amazing investment opportunity as the City of Sarasota allows 7-Day rentals! Every detail of this home was crafted with purpose—offering an unmatched combination of luxury, location, and livability. Reach out today to schedule a tour to see for yourself! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
926 PATTISON AVE, SARASOTA, FL 34237
$319,0008 Days on yellowkey MLS ID: A4696804
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1136 Built: 1964 Tax: $3,472 (2025)Community: Robin Hood WoodsSingle Family
Taxes:$3,472
Remarks: A rare fixer-upper opportunity in a highly sought-after neighborhood where homes typically range from $300k to $600k, with some nearby properties selling for over $1M. While the surrounding homes are beautifully maintained, this property is ready for TLC. Key features and recent updates include: - Systems: The AC was replaced within the last two years, and the electrical system has been updated from fuses to a modern panel. - Roof: The Florida room roof was replaced 1–2 years ago; the main roof is approximately 10 years old with no known leaks. -Terrazzo floors throughout main home with no cracks, only need a good buffing. - Layout Potential: The large Florida room has served as a third bedroom and could be converted into a mother-in-law suite or student apartment with a separate entrance. Additionally, the spacious laundry room could easily become a second bathroom to create a full 3/2 configuration. - Outdoor Space: The property features a large backyard The location is exceptional, situated just one block from Payne Park and a short distance from downtown Sarasota and Siesta Key beaches. It is also only a mile from the historic Pinecraft neighborhood, known for its serene atmosphere, shops, artisan woodworking and restaurants Bring offers
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
3684 FESCUE LN, SARASOTA, FL 34232
$499,00089 Days on yellowkey MLS ID: A4687168
REDUCED by $10,900 (2.1%) on 06/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1980 Built: 2018Monthly Fee: $345 Tax: $5,339 (2025)Community: Enclave/Frst LakesTownhouse
Taxes:$5,339
Elementary School: Wilkinson Elementary
Remarks: Location is everything and this exceptional townhome in Enclave at Forest Lakes delivers. Ideally in the heart of Sarasota, this gated community offers unmatched convenience with two public golf courses nearby, direct access to the Legacy Trail just beyond the Webber Street gate, and seamless connectivity in every direction, north, south, east and west. Inside the community, residents enjoy a welcoming gathering area, resort-style pool and dog park, ideal for relaxation and an active lifestyle. Built in 2018, this residence stands out as one of Mattamy’s finest offerings, showcasing a range of thoughtful upgrades and refined finishes throughout. Engineered hardwood flooring adds warmth and durability underfoot, while the French Country–inspired kitchen features rich cabinetry with bronze accents, elegant granite countertops, a stacked stone backsplash, wall-mounted oven and microwave, and a sleek electric cooktop. Designed for everyday living and entertaining, the open layout includes a breakfast bar with seating for three, a spacious dining area accommodating up to six, and a comfortable living room that opens through sliding glass doors to a fully covered lanai, ideal for year-round enjoyment. Architectural details such as solid wood and wrought iron stair railings add character and sophistication. Upstairs, a versatile loft and additional flex space provide endless possibilities, whether used as a media room, home office, fitness area or creative studio. Two generously sized bedrooms offer comfort and privacy, complemented by a well-appointed bath with granite countertops, French Country cabinetry, and a tub/shower combination. The primary suite, conveniently on the main floor, is a retreat featuring crown molding, a spacious dual-sink vanity with extended granite countertop and an oversized walk-in closet with ample dressing space. In the garage is a new whole-house water purifying system by WaterExpress. This is more than just a home, it’s a lifestyle. Discover the comfort, quality and convenience waiting for you at Enclave at Forest Lakes.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Catherine Seress (941-928-1187)
3018 BROWNING ST, SARASOTA, FL 34237
$649,000114 Days on yellowkey MLS ID: A4684131
0 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1344 Built: 1958 Tax: $7,071 (2025)Community: Bellevue TerraceSingle Family
Taxes:$7,071
Remarks: Under contract-accepting backup offers. Versatile pool home in a prime central Sarasota location — ideal for both full-time living and income potential. This 3-bedroom, 2-bath residence offers a rare blend of character, functionality, and opportunity. The south-facing heated saltwater pool and private, landscaped backyard create a true Florida outdoor lifestyle setting with excellent sun exposure and year-round enjoyment. A screened lanai expands the living space and provides the perfect transition between indoor and outdoor entertaining. Inside, the home features a comfortable, well-designed layout with a spacious primary suite and two additional bedrooms suited for family, guests, or a home office. The distinctive design elements give the property personality and presence, while the practical floor plan supports everyday living. Located just minutes to Downtown Sarasota, Pinecraft, Siesta Key, Lido Beach, UTC shopping and dining, golf courses, and SRQ Airport, this home offers both lifestyle convenience and strong rental appeal in one of Sarasota’s most accessible areas. Whether you’re looking for a primary residence, seasonal retreat, or investment opportunity, 3018 Browning St delivers flexibility, location, and long-term potential.
Listing Agent: Marlin Yoder (941-893-7406)
3537 S SCHOOL AVE, SARASOTA, FL 34239
$690,00044 Days on yellowkey MLS ID: A4691686
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1988 Built: 1961Monthly Fee: $17 Tax: $3,895 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,895
Remarks: PRICE ADJUSTMENT of $25k. Private Oasis Awaits! This home is perfect for year round living, a Florida get away or an income generating property. It offers 3 bedrooms and 2 bathrooms and just under 2,000 square feet of comfortable living. The layout is thoughtfully designed, with 3 separate sitting areas with an abundant natural light through the large windows. The tiled flooring provides a clean, modern aesthetic, complemented by the neutral color palette. The updated kitchen is spacious, with ample wood cabinetry and a quartz countertop, providing plenty of storage and preparation space. The primary bedroom is generously sized with a bathroom, offering a comfortable retreat and a door to walk out onto covered lanai. Additional features include an inside laundry room, newer appliances, energy-efficient double-pane windows, tile roof only 10 years old and plantation shutters throughout for added charm. The outdoor space is perfect private oasis for relaxation while enjoying the sparkling resurfaced pool with a screened enclosure. The oversized lot features lush landscaping and spacious paved driveway, creating a welcoming outdoor atmosphere. In addition, the backyard is fenced in for pets with plenty of room to store watercraft. If desired, the property is Airbnb-ready and is within city limits so weekly rentals are approved. The city location makes for an ideal choice to call home to escape and relax on Siesta Key beaches or explore downtown Sarasota and all it has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kimberly Mcmahon (941-812-5092)
411 BURNS COURT, SARASOTA, FL 34236
$1,075,00029 Days on yellowkey MLS ID: A4694679
0 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1345 Built: 1926 Tax: $4,644 (2025)Community: Burns Court Sub OfSingle Family
Taxes:$4,644
Remarks: Under contract-accepting backup offers. This iconic commercial/residential Burns Court bungalow, the ultimate live/work space, offers a rare opportunity to restore and personalize a truly unique downtown property in one of Sarasota's most coveted historic neighborhoods. The Burns Ct. facing 2-bedroom, 1-bath main residence features a private masonry-walled back courtyard leading to a large 1-bedroom, 1-bath detached unit. This unit, with frontage on Pineapple Avenue, is ideal for commercial or residential use, a guest apartment, private office/studio, small shop... Located in the heart of nationally designated Historic Burns Court, one of downtown Sarasota’s most walkable neighborhoods, the property is just steps from an award-winning cinema, restaurants, boutiques, and the Bayfront, yet notably outside of a flood zone. Many original architectural details remain intact, including decorative ironwork, moisture-resistant plaster walls, crown molding, and original hardwood floors. A beautiful, mature oak tree provides valuable shade and enhances the home’s historic charm. The home has excellent bones for a dream restoration project, the main house featuring a 2023 roof and 2019 HVAC. Built-in equity: Zoned Downtown Core (DTC), the property includes confirmed transferable development rights (TDRs), which may be sold to a developer or investor thanks to a new historic preservation ordinance effective as of December 2025. Whether you envision creating a stunning live/work environment, generating income from a detached apartment, or designing an elegant commercial space, this charming property offers exceptional flexibility and historic character.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Erin Difazio (941-870-8060)
3711 HIDDEN RIVER RD, SARASOTA, FL 34240
$750,00064 Days on yellowkey MLS ID: A4690484
1 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2164 Built: 1973 Tax: $5,521 (2025)Community: Hidden RiverSingle Family
Taxes:$5,521
Remarks: Under contract-accepting backup offers. A rare opportunity to own nearly 10 acres in one of Sarasota’s most unique aviation communities, offering the ultimate blend of privacy, space, and lifestyle. With direct access to a private airstrip, this property is ideal for aviation enthusiasts seeking the convenience of keeping their aircraft just steps from home. Set on expansive, picturesque land, the property features a private hangar, allowing for seamless fly-in, fly-out access, along with a tennis court and a variety of existing structures including a barn, stable, greenhouse, and additional outbuildings—creating endless possibilities for recreation, storage, or hobby use. The existing 3-bedroom, 2-bathroom block home offers over 2,100 square feet of living space and presents a prime opportunity for a buyer to update, renovate, or reimagine the space to their vision. Being sold as-is, the home provides a strong foundation with solid construction, making it an ideal option for investors or those looking to create a custom estate without starting from scratch. Surrounded by mature trees, natural landscape, and peaceful water views, the setting feels like a private retreat while still being conveniently located to town. Whether you’re looking to restore and personalize the existing home, build your dream estate, or create a private aviation retreat, this property offers a rare combination of land, flexibility, and lifestyle in a highly sought-after location.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Katie Cobb (913-744-0248)
340 S PALM AVE #32, SARASOTA, FL 34236
$1,398,000221 Days on yellowkey MLS ID: A4670760
0 Days Off yellowkey (back on 3/21/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1836 Built: 1998 Tax: $10,750 (2024)Community: SarabandeCondo
Taxes:$10,750
Remarks: Under contract-accepting backup offers. Set within Sarabande, one of downtown Sarasota’s most distinguished bayfront addresses, this third-floor residence blends comfort, functionality, and the opportunity for thoughtful modernization. The elevator opens directly outside the front door, leading into a spacious layout designed to capture Sarasota’s most breathtaking sunsets and sweeping views across Sarasota Bay. Inside, the great room is bright and inviting, with sliders opening to a private terrace and transom windows that frame the bay and beyond. The kitchen features solid-surface countertops, white cabinetry, and a generous eat-in nook, creating a bright and practical space for everyday living or casual entertaining. The primary suite offers two walk-in closets and an en-suite bath with a walk-in shower and vanity area, while the guest bedroom, with floor-to-ceiling windows and plantation shutters and a connecting Jack-and-Jill bathroom, ensures privacy and comfort. A den with French doors provides flexibility for an office or media space. Tile flooring flows through the main living areas, complemented by carpet in the bedrooms and den. The laundry room includes cabinetry and a utility closet for added convenience. The residence has been exceptionally maintained and offers a clean, livable foundation for a new owner to personalize. Beyond its walls, this home’s appeal lies in its setting within one of Sarasota’s premier luxury towers, steps from downtown dining, cultural venues, and the waterfront Bayfront Park. Sarabande’s reputation for prestige, full amenity suite including guest suites, and location makes this residence an extraordinary opportunity to enjoy Sarasota’s coastal city lifestyle, enhanced by a front-row seat to its most unforgettable sunsets.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,000126 Days on yellowkey MLS ID: A4682616
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3790 Built: 2018 Tax: $20,697 (2025)Community: Shoreland Woods SubSpa: YesSingle Family
Taxes:$20,697
Remarks: Under contract-accepting backup offers. Welcome to modern West of Trail living — where space, style, and location come together in one of Sarasota’s most desirable family neighborhoods. Designed for the buyer who wants room to grow without sacrificing lifestyle or convenience, this stunning newer construction home offers the perfect balance of luxury, functionality, and everyday ease. From the moment you arrive, the quiet, tree-lined streets and classic white-picket-fence charm of the neighborhood set the tone. Surrounded by multi-million-dollar homes and a true community feel, this is the kind of place where families ride bikes in the evenings, walk to school, and enjoy a relaxed yet refined Sarasota lifestyle. Step through the front door and into a dramatic, light-filled foyer that immediately showcases the home’s modern aesthetic and open, airy design. Soaring ceilings, sleek lines, and expansive glass create a sense of volume and energy, while the open-concept floor plan delivers the flexibility today’s families need. The main living space flows effortlessly into a designer kitchen featuring an oversized island, premium appliances, custom cabinetry, and abundant storage — ideal for casual family dinners or entertaining friends. With five bedrooms plus a dedicated office and a spacious bonus room/loft, this home was designed around real life. Whether you need guest space, a media room, playroom, or homework zone, there is room for everyone to spread out while still feeling connected. One of the most unique features is the flexibility of having a choice of a primary suite on the first or second floor, making the home ideal for multi-generational living, long-term flexibility, or simply choosing the layout that best fits your lifestyle. Outside, the lifestyle continues. The heated pool and outdoor kitchen create an effortless indoor-outdoor flow perfect for weekend gatherings or quiet evenings at home. Unlike many tropical properties, the landscaping is intentionally low-maintenance, giving you the beauty of a resort-style setting without endless upkeep — more time enjoying, less time working. Built above the flood plain, this home offers an important advantage for peace of mind and long-term savings: no flood insurance required. Modern construction standards, quality materials, and hurricane-rated features ensure durability and efficiency for years to come. Location is everything, and this one is hard to beat. Walk to highly rated Southside Elementary and the boutiques and restaurants of Southside Village. Enjoy dinner just a block away at some of Sarasota’s most loved restaurants. Spend your weekends at Siesta Key Beach or downtown Sarasota — both just about eight minutes away — then return home to a quiet, suburban setting that feels private, safe, and unmistakably family-friendly. This is more than just a beautiful modern home — it’s a lifestyle designed around space, comfort, and connection in one of Sarasota’s most coveted neighborhoods. If you’ve been searching for a move-in-ready home with bedrooms to spare, a pool, modern design, and a location that checks every box, this is the one. Schedule your private showing and experience West of Trail living at its best.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
4471 TRAILS DR, SARASOTA, FL 34232
$525,000113 Days on yellowkey MLS ID: A4683777
REDUCED by $25,000 (4.5%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1721 Built: 1987Monthly Fee: $193 Tax: $3,485 (2025)Community: TimberlakesSpa: NoSingle Family
Taxes:$3,485
Elementary School: Brentwood Elementary
Remarks: ONE OF THE BEST VALUES CURRENTLY AVAILABLE IN THE LAKES. Fresh new price, same incredible lifestyle. Welcome to this beautifully maintained 3-bedroom, 2-bath single-family home in The Lakes, a sought-after community in the heart of Sarasota. Offering 1,721 square feet of comfortable living space, this residence features a thoughtfully designed split-bedroom floor plan that balances privacy with everyday functionality. Enjoy added peace of mind with a 2023 roof and hurricane protection, including impact windows and/or shutters, providing both security and energy efficiency. The spacious living and dining areas flow seamlessly to a screened porch — the perfect spot for morning coffee or relaxing evenings overlooking the private, tree-lined backyard. The serene outdoor setting creates a peaceful retreat with plenty of room to entertain, garden, or simply unwind. Residents of The Lakes enjoy an impressive array of amenities, including one clubhouse and two community pools, tennis and basketball courts, a fitness center, and scenic walking trails. Ideally located in central Sarasota, you’re just minutes from world-class beaches, exceptional dining, premier shopping, and the area’s vibrant cultural attractions.
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
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