Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1750 BENJAMIN FRANKLIN DR #9F, SARASOTA, FL 34236
$1,500,000142 Days on yellowkey MLS ID: A4674543
REDUCED by $100,000 (6.3%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2035 Built: 1970 Tax: $9,743 (2024)Community: Key Tower SouthCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,743
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Discover beautifully remodeled 2035 square feet of contemporary luxury in Sarasota in this light-filled 2-bedroom, 2-bath condominium with a versatile flex room currently used as a bedroom at Key Tower South directly on the Gulf of Mexico on Lido Key. This spacious 2,035 square foot residence showcases unobstructed Sarasota Bay views and stunning Sarasota skyline sunsets, visible from expansive windows that frame daily sights of dolphins, seabirds, and shimmering water. The condo has been thoughtfully redesigned with contemporary finishes throughout, including porcelain tile flooring, a designer kitchen with quartz waterfall countertops, and sleek modern cabinetry. Spa-inspired bathrooms feature premium materials and refined fixtures, creating a private retreat-like experience. The open-concept floor plan offers excellent flow for entertaining or relaxed everyday living, enhanced by abundant storage and a flexible den ideal for a home office or guest space. The building has recently undergone updates to its common areas, adding a fresh, modern aesthetic that complements the residence. Located directly on the Gulf of Mexico, residents enjoy true beachfront living on Lido Key with immediate access to white sand beaches and scenic waterfront walks. Just minutes away, St. Armands Circle offers world-class dining, boutique shopping, and vibrant coastal culture. This is a rare opportunity to own a luxury waterfront condo in Sarasota, perfectly positioned for both full-time living and seasonal enjoyment. Furnishings included with a few personal exceptions. Washer / Dryer hookup in the hall closet is ready for use.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
915 BEACH RD #318, SARASOTA, FL 34242
$599,00079 Days on yellowkey MLS ID: A4682116
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $4,536 (2025)Community: La SiestaCondo
Taxes:$4,536
Elementary School: Phillippi Shores Elementary
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Experience the ultimate Siesta Key lifestyle in this turnkey furnished, beautifully decorated 2-bedroom, 1-bathroom condo in the highly sought-after La Siesta Condominiums! Located on the third floor of Building C, this unit boasts stunning views of the community pool and the world-famous Siesta Key Beach—just steps away across the street! With 753 sq. ft. of thoughtfully designed space, this condo is fully equipped for personal enjoyment or an income-producing rental. The primary bedroom features a king-size suite, while the guest room is set up with two twin beds, both sharing a hall bath with a tub/shower combination. The open-concept living space extends to a screened patio, where you can relax and enjoy the tropical breeze. This unit is move-in or rental-ready, featuring hurricane impact windows and doors, a new roof, updated A/C, thermostat, and electrical. Additional conveniences include an elevator, a covered parking space, guest parking, and a private ground-floor storage closet, perfect for keeping your beach gear ready to go! Each building also has a shared washer and dryer for residents. La Siesta offers resort-style amenities, including a heated pool, BBQ areas, shuffleboard, a clubhouse, a fitness room, and on-site management for easy guest check-ins and check-outs. The condo is part of La Siesta’s rental program and is also listed on Airbnb, allowing for weekly rentals with a strict 25+ minimum rental age. Owners can live here full-time, use it as a vacation retreat, or take advantage of its strong rental potential. Ideally located just minutes from Siesta Key Village, you’ll have easy access to local shops, restaurants, and entertainment, all while enjoying one of the most beautiful beaches in the country. Whether you’re looking for a beachside getaway or a high-performing investment property, this is a rare opportunity to own in one of Siesta Key’s most desirable communities. Schedule your private showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Laura Millslagle (941-204-1687)
4435 DIAMOND CIR W, SARASOTA, FL 34233
$505,000139 Days on yellowkey MLS ID: A4675074
1 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1842 Built: 1991Monthly Fee: $33 Tax: $3,596 (2025)Community: Emerald GardensSingle Family
Taxes:$3,596
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated Sarasota retreat located in the sought-after Emerald Gardens community, where thoughtful upgrades meet effortless Florida living. This 3-bedroom, 2-bath residence has been meticulously refreshed from top to bottom, offering peace of mind and modern style in every corner. Step inside to discover brand-new wood-look tile flooring throughout the main living areas, fresh interior paint, and smooth ceilings with the popcorn removed, creating a clean, contemporary feel. The Florida room is a true showstopper, featuring new travertine laid in an elegant French pattern—the perfect space for relaxing or entertaining year-round. Major improvements include a brand-new roof and gutters (2025), new HVAC system, new water heater, new insulation throughout the home, and new south windows, ensuring comfort, efficiency, and long-term value. The exterior shines with fresh professional paint, new stone accents on the porch, a new garage door, and a newly installed fence for added privacy. Both bathrooms have been refreshed, including a sleek new shower glass door, while every detail has been carefully considered to deliver a truly move-in-ready experience. Located in Emerald Gardens, just minutes from Sarasota’s renowned beaches, shopping, dining, and everyday conveniences, 4435 Diamond Circle W offers the perfect blend of style, substance, and smart upgrades—simply move in and start enjoying the Florida lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Echo Belser Pa (941-720-4961)
106 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$1,900,000416 Days on yellowkey MLS ID: A4642792
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1999 Built: 1952 Tax: $25,393 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$25,393
Remarks: One or more photo(s) has been virtually staged. Live just steps from world-famous St. Armands Circle in this beautifully renovated coastal retreat offered at $1,900,000. Perfectly positioned on a rare oversized corner lot, this property presents an exceptional opportunity for both personal enjoyment and investment in one of Sarasota’s most desirable vacation markets. Inside, the light-filled open floor plan showcases custom carpentry, detailed moldings, and refined coastal finishes throughout. The recently remodeled kitchen and baths complement, newer doors, updated HVAC, a new pool pump, and water heater. Designed for relaxed Florida living, the outdoor spaces feature a screened-in pool, private patio, and multiple areas ideal for entertaining or enjoying the island lifestyle. Located just minutes from Lido Beach and vibrant Downtown Sarasota, with easy golf-cart and pedestrian access to world-class shopping, dining, parks, and beach access. With strong vacation rental demand in the area, this home offers outstanding potential as an income-producing property or flexible dual-use coastal residence.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Cathy Palmer (678-524-1104)
4514 TRAILS DR, SARASOTA, FL 34232
$630,000113 Days on yellowkey MLS ID: A4676981
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2148 Built: 1987Monthly Fee: $177 Tax: $3,485 (2025)Community: TimberlakesSingle Family
Taxes:$3,485
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Wake up to shimmering lake views, tranquil mornings, and effortless Sarasota living. Perfectly positioned in The Lakes, this residence offers a rare blend of serenity, convenience, and low-maintenance comfort—ideal for those who value lifestyle as much as location. Vaulted ceilings and expansive windows create a light-filled interior that feels open and welcoming, while the ever-changing lake backdrop brings a calming connection to nature throughout the day. Whether enjoying a quiet coffee on the lakeside deck, hosting sunset gatherings, or unwinding after a long day, this home is designed to elevate everyday living. Life here extends well beyond your front door. Residents of The Lakes enjoy access to two community pools, clubhouse, recreation center with exercise equipment, tennis courts, playground, basketball half-court, and walking paths—creating a true sense of community while keeping maintenance minimal and weekends free. Peace of mind comes standard with a newer roof (2020) and newer A/C system (2024), allowing you to focus on enjoying the Florida lifestyle rather than future projects. Centrally located just minutes from downtown Sarasota, beaches, shopping, dining, and major routes, this home offers effortless access to everything that makes Sarasota so desirable. Come experience lakefront living that feels relaxed, refined, and refreshingly easy—this is a home best discovered and appreciated in person.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Gerard Healy (941-961-2240)
2215 DATURA ST, SARASOTA, FL 34239
$1,990,00082 Days on yellowkey MLS ID: A4681704
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2018 Tax: $22,478 (2025)Community: GreenwichSpa: YesSingle Family
Taxes:$22,478
Remarks: Extraordinary Modern Sanctuary on a RARE DOUBLE LOT with Huge Saltwater Infinity-Edge Pool, Breathtaking Resort-Style Backyard Oasis & Brand-New Outdoor Kitchen! Crafted by Majestik Homes—one of Sarasota’s premier luxury builders—this stunning residence delivers innovative design, exceptional craftsmanship, and true resort-caliber living on one of the most desirable double-lot properties available. Boasting 4 bedrooms and 3 bathrooms with soaring 10-foot ceilings, 8-foot doors, and walls of hurricane-rated impact glass, the open-concept layout flows effortlessly from the chef’s kitchen (quartz counters, soft-close cabinetry, Sub-Zero refrigerator, induction cooktop, and premium appliances) into the expansive great room with perfect sightlines to the front and rear yards. The luxurious primary suite opens directly to the patio via sliding glass doors and features dual custom walk-in closets plus a spa-like bath. Three additional bedrooms offer high-end custom closets (two separated by a stylish barn door), while both guest baths are impeccably finished with frameless glass showers and elegant tilework. Premium upgrades include a new 16 SEER AC system, epoxy garage floors with built-in cabinetry, Tesla charging station, natural gas with generator hookup, auto drapes, architectural uplighting, and a private well for irrigation. The true showstopper is the jaw-dropping resort-style backyard on this rare double lot. Your own private Florida oasis awaits: a huge saltwater infinity-edge pool with integrated gas-heated hot tub — fully self-cleaning and self-draining for effortless year-round enjoyment. The expansive Shellock paver deck (cool-to-the-touch, slip-resistant, and ultra-durable) seamlessly connects to a spectacular just-installed (April 2026) custom outdoor kitchen by Paradise Professional Grills. Step into resort-style living with premium Paradise Professional stainless steel appliances—including a powerful built-in multi-burner grill, 3 outdoor refrigerators, and large stainless sink with protective cover. Finished with elegant Avellaero Stone Italian-engineered countertops, the expansive island offers ample prep and serving space, stainless drawers and cabinets, bar seating with footrest, and is perfectly positioned under the covered pergola with ceiling fan and large screen mounted TV. Overlooking the sparkling infinity pool and lush backyard, this entertainer’s dream is ideal for year-round Florida entertaining and al fresco dining. The entire oasis is fully enclosed by premium 6’ white vinyl privacy fencing and framed by mature tropical landscaping and palms for complete seclusion. A dedicated kids’ play area and large chicken coop add family-friendly charm. The second lot is the ultimate game-changer. With its own separate entrance off Hyde Park, this rare extra parcel offers endless possibilities: build a second garage, casita, home gym, pickleball court, expanded outdoor living area, RV/boat storage — whatever your vision demands. No HOA restrictions means total freedom to create your dream compound. Smartly scaled for low-maintenance living yet delivering an enormous, resort-caliber backyard with unmatched privacy and versatility. Just 1 minute to Sarasota Memorial Hospital, 5 minutes to downtown Sarasota, 10 minutes to Siesta Key, and minutes from top schools, beaches, shopping, and I-75. This is a rare opportunity to own a modern luxury home on a double lot!
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
1775 STAPLETON ST, SARASOTA, FL 34239
$1,545,000182 Days on yellowkey MLS ID: A4670359
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2853 Built: 2007Monthly Fee: $568 Tax: $8,620 (2024)Community: Granada ParkSingle Family
Taxes:$8,620
Remarks: Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
9203 MIDNIGHT PASS RD #2, SARASOTA, FL 34242
$1,695,00063 Days on yellowkey MLS ID: A4683910
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 1632 Built: 2000 Tax: $10,700 (2025)Community: Siesta Bayside SouthSpa: YesTownhouse
Taxes:$10,700
Remarks: Experience Elevated Waterfront Living on Siesta Key Tucked away on the quiet, coveted south end of Siesta Key, just moments from Turtle Beach, this exceptional waterfront townhome delivers the rare combination of privacy, luxury, and direct boating access to the Gulf via the newly reopened Midnight Pass. Wake each morning to breathtaking sunrises over the Intracoastal Waterway, with panoramic views that stretch endlessly from your own home. Located in the exclusive six-residence enclave of Siesta Bayside South, this property offers a boutique coastal lifestyle few ever experience. Inside, refined updates set the tone—rich oak flooring, expansive impact sliders, and sleek motorized window treatments create a space that feels both sophisticated and effortlessly comfortable. The oversized four-car garage is more than functional—it’s designed for convenience, complete with a mounted pressure cleaning system for your cars, lanai, and more. Designed to maximize its waterfront setting, the home spans three levels—each offering a unique vantage point. The main living area flows seamlessly into an enclosed lanai, expanding your living space and creating the perfect backdrop for entertaining or unwinding by the water. Your private primary suite is a true retreat, featuring its own enclosed lanai overlooking the serene Marine Preserve—ideal for quiet mornings or evening relaxation. In total, the two enclosed lanais add an impressive 356 square feet of versatile living space. For boating enthusiasts, this is where the property truly shines: a private deep-water dock with a 10,000-lb lift (with a new dock currently underway) offers effortless access to open water—no bridges, no delays, just pure freedom. Additional amenities include a waterfront pool, ground-level lanai access for easy outdoor living, and a pet-friendly policy. With flexible 3-month rental minimums, this home is equally suited as a primary residence, seasonal escape, or income-producing investment. Most furnishings are available separately—making your move to paradise even more seamless. Opportunities like this are rare—especially in one of Siesta Key’s most peaceful and picturesque waterfront communities.
Listing Agent: Nikki Taylor (941-587-9060)
445 REID ST, SARASOTA, FL 34242
$1,340,000163 Days on yellowkey MLS ID: A4671563
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1750 Built: 1961 Tax: $10,958 (2024)Community: Ocean Beach RepSpa: NoSingle Family
Taxes:$10,958
Remarks: Coastal Chic meets Contemporary Classic on Siesta Key. This 3-bed, 2-bath oasis with saltwater pool boasts 1,750 square feet under air, $100,000 in upgrades and $50,000+ in brand new designer furnishings from Crate & Barrel. In 2025, the owners installed new tile flooring throughout the home, all new appliances, new washer & dryer, new doors (except the front door), new water heater and pool pump. New kitchen cabinetry and countertops, new cabinetry in both baths, and new ceiling fans. HVAC is 3 years old. The 30-year dimensional roof is 7. Home has been re-plumbed. Offered turnkey furnished, this distinctive property earns $70K in rental income annually. The open concept living area invites you to unwind, with natural light that glistens through three sets of brand-new impact resistant French doors overlooking your private lanai and pool. The wood burning fireplace & skylight create a space where relaxation & indulgence harmoniously coexist. The fully stocked kitchen provides the perfect ambiance for intimate gatherings & lively entertainment. Step onto the 35’ long screened patio and take a dip in the heated saltwater pool. Rinse off after a day at the beach in the outdoor shower. Lounge on the deck and soak up the sun. Gather around for unforgettable barbecues under the starlit sky. Retreat to the tranquil owners’ suite, your personal sanctuary, with a serene atmosphere, private en-suite bath, and walk in closet. Surrounded by lush foliage, a glass enclosed sunroom is perfect as an office or meditation room. The primary bath features dual sinks and modern fixtures. The additional 2 bedrooms provide versatility for accommodating guests. A laundry room is just off the primary suite, with a separate entrance to the covered carport. Fully fenced for privacy. Xeriscape means never having to mow! Mature landscaping & circular driveway on an oversized corner lot with room for an RV or boat. Renowned for its vibrant coastal lifestyle, this residence is a stone’s throw from the #1 Beach in the US. Situated in a quiet neighborhood on the North end of Siesta Key, the home is one mile from Siesta Village, bustling with restaurants, cafes and shops, as well as Siesta Key’s world-famous Sunset Beach & Pier. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this home offers the perfect blend of serenity & convenience. A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Robin Leonardi (941-685-6270)
643 CALLE DEL OTONO, SARASOTA, FL 34242
$895,500342 Days on yellowkey MLS ID: A4653312
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 725 Built: 1961 Tax: $6,876 (2024)Community: Sarasota BeachSingle Family
Taxes:$6,876
Remarks: Best Value Near Siesta Key Beach — Just 100 Yards Away | Motivated Sellers | Now $895,500 This is your opportunity to secure a prime coastal property at a newly reduced price—just steps (100 yards) from the world-renowned white sands of Siesta Key Beach. Whether you’re looking for a personal beach retreat, a high-performing investment, or both, this property delivers exceptional value in one of Florida’s most sought-after locations. With projected short-term rental income between $62,900 and $81,770 annually, this fully renovated 2-bedroom residence offers immediate income potential while still allowing you to enjoy it as your own private getaway. Inside, the home features a bright, open-concept design with upscale coastal finishes throughout. The updated kitchen is equipped with quartz countertops, a large island, and premium stainless-steel appliances—ideal for entertaining or hosting guests. The primary suite provides a relaxing, spa-like experience, while the second bedroom offers a private exterior entrance, creating flexibility for rentals or visiting guests. Step outside to a private tropical setting complete with lush landscaping, a patio for outdoor living, and an outdoor shower—perfect after a day at the beach. With no HOA restrictions, recent renovations, and highly motivated sellers, this is one of the most compelling values currently available this close to Siesta Key Beach. Opportunities like this—price, location, and income potential—are rare. Schedule your private showing today.
Listing is courtesy of: CORAL BAY REALTY LLC (941-465-6278)
Listing Agent: Dennis Perkins (941-465-6278)
7067 JARVIS RD, SARASOTA, FL 34241
$430,00020 Days on yellowkey MLS ID: A4687431
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1608 Built: 1992 Tax: $2,406 (2025)Community: Lake SarasotaSingle Family
Taxes:$2,406
Elementary School: Lakeview Elementary
Remarks: Welcome to this spacious two-story, 4-bedroom, 2-bath home located in the desirable Lake Sarasota neighborhood—just minutes from I-75 with no HOA restrictions! Start your day on the charming screened-in front porch, the perfect spot for morning coffee or unwinding while enjoying a beautiful Florida sunset. Step inside to a bright and inviting living room and dining room combination, filled with natural light and ideal for both everyday living and entertaining. The kitchen has been recently updated with granite countertops and offers ample cabinet space, making it both stylish and functional for any home chef. Conveniently located on the main level, the primary bedroom features a walk-in closet and ensuite bathroom. Upstairs, you’ll find three additional bedrooms, including an oversized 16’ x 10’ room that offers endless possibilities—whether you envision a guest suite, home office, gym, or a space large enough to accommodate two queen beds. Step outside to a fully fenced backyard with plenty of room to add a pool and create your own private oasis. A storage shed adds extra convenience for tools and outdoor equipment. Enjoy peace of mind with recent updates including a new roof (2025) and a newer water heater. The home is located in an X flood zone, offers wind-resistant windows, and includes solar panels to help keep electric costs low. Conveniently situated near parks, schools, shopping, and recreational activities, this home offers the perfect blend of comfort, flexibility, and Florida living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Edith Richman (941-855-0072)
4243 MIRIANA WAY, SARASOTA, FL 34233
$539,90054 Days on yellowkey MLS ID: A4685208
REDUCED by $10,100 (1.8%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2149 Built: 2003Monthly Fee: $312 Tax: $4,049 (2025)Community: Villa RosaSingle Family
Taxes:$4,049
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom plus den home, located in the gated community of Villa Rosa — a hidden gem of maintenance-free single-family homes in the heart of Sarasota. Sitting high and dry in the desirable Flood Zone X (no flood insurance required), this residence is perfectly positioned on a serene lake with views of a lovely magnolia tree and fountain. The oversized screened patio—featuring all new screens and stainless steel screws (2025)—is ideal for relaxing, dining al fresco, or soaking up the sun with a great book. Enjoy complete peace of mind with a NEW tile roof (2022), NEW air conditioning system (December 2024), hurricane shutters throughout, and a hurricane-impact garage door. Additional upgrades include whole-house gutters with new gutter guards (2025), a brick paver driveway and walkway in classic herringbone design, landscape curbing, plantation shutters, custom Hunter Douglas blinds, and professionally installed surround sound for your AV equipment and entertainment needs. Step inside this one-owner, meticulously cared-for home with an open and thoughtfully designed floor plan—offering the open living concept you desire while maintaining the privacy everyone appreciates. A versatile den at the front of the home features French doors with custom blinds, wood flooring, and a charming bay window, making it an ideal home office, reading room, or bonus space. The two guest bedrooms and guest bath featuring a TOTO comfort height toilet are tucked away in their own private hallway and provide comfort for family or visitors. The primary suite is situated in its own wing, showcasing peaceful pond views, one walk-in closet plus a second spacious closet, and an ensuite bath with dual sink vanities, a large soaking tub, shower with grab bars, a private water closet, and an upgraded TOTO comfort-height toilet. At the heart of the home, the great room, with trey ceiling, kitchen with island and bar seating, and the eat-in dining area all open to the screened lanai overlooking the water—offering tranquil views from every angle. The kitchen boasts Silestone countertops, an abundance of cabinetry, a generous pantry, and a pocket door separating the kitchen and formal dining room. High ceilings, crown molding, extra closets, and abundant natural light flow throughout. The laundry room with pocket door and extra large closet includes a newer LG washer and dryer (2022) and the two-car garage is upgraded with high ceilings, built-in cabinetry, and an epoxy-surfaced floor. Living is easy within the gates of Villa Rosa, where lawn maintenance and cable TV are included and residents enjoy access to a heated community pool, spa, fitness and club room. You’ll love connecting with neighbors through the many community events. From your front door, take a leisurely stroll to Urfer Family Park’s scenic walking trails. This peaceful yet central location puts you close to shopping, hospitals, doctors’ offices, and only 8 miles from world-renowned Siesta Key Beach. Indulge in Sarasota’s vibrant arts and dining scene with the nearby ballet, opera, restaurants, and Saint Armands just minutes away. Perfect as a year-round residence or a seasonal retreat, this Villa Rosa home offers the best of Sarasota living—comfort, convenience, and community. Furnishings available on a separate contract
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Laura Way (941-321-6449)
1541 FLOWER DR, SARASOTA, FL 34239
$1,870,000310 Days on yellowkey MLS ID: A4656365
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3302 Built: 1956 Tax: $7,456 (2024)Community: Harbor AcresSpa: NoSingle Family
Taxes:$7,456
Remarks: This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel was built in 1956 and was originally a 2/2. The original bathrooms are still in their original state and are in good condition providing a cool retro vibe. The original hardwood floors and fireplace exude warmth and sophisticated charm. The current owner purchased the home in 1989 and remodeled the kitchen and added a new wing on the house with 2 additional large bedrooms ensuite with baths. Copious amounts of storage in all 4 bedrooms and a huge laundry room with lots of closet space as well. The garage is oversize and there is a picturesque circular driveway for ample parking. There is plenty of room to put in a pool of your own design. The house was re-roofed in 2018. Some of the most beautiful homes in Sarasota are your neighbors in Harbor Acres. And Flower Drive is a special address with the highly sought after Southside Elementary School just 1-mile away, you can’t beat this property. In real estate it is all about Location, Location, Location. This home has plenty of room for the family, so, come on home!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kathleen Griffin (941-302-3979)
1661 S JEFFERSON AVE, SARASOTA, FL 34239
$1,250,00056 Days on yellowkey MLS ID: A4684656
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2490 Built: 1953 Tax: $12,131 (2025)Community: Alfred ParkSpa: YesSingle Family
Taxes:$12,131
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. BUYER'S CONTRACT FELL THROUGH. So, back on the market. What a great opportunity! Live where mornings begin with coffee on the wide front porch beneath mature live oaks and evenings end with a swim in your own heated pool and spa, added by the current owner to elevate Florida living. Completely renovated down to the studs in 2021, this move-in-ready, three-bedroom, three-bath Arlington Park pool home with dedicated office, den/sunroom and bonus room blends timeless mid-century charm with modern systems and design. Major upgrades include a 2021 metal roof, newer plumbing, newer electrical wiring and panel, hurricane-rated windows, hurricane-rated garage door, LED lighting and hand-scraped engineered hardwood floors throughout, delivering both beauty and long-term peace of mind. Walls were thoughtfully opened to create bright, flowing living spaces anchored by a stunning Quartzite kitchen featuring an oversized island with seating, solid wood soft-close cabinetry, stainless KitchenAid appliances including under-counter microwave, full-height subway tile backsplash, ample pantry storage, and a built-in Quartzite-topped buffet with glass-front cabinetry and wine refrigerator in the dining area. The spacious living room and adjoining den/sunroom connect seamlessly to the private, fully fenced backyard oasis with multiple seating areas and professional landscaping. The owner’s suite offers a peaceful retreat with spa-style bath, Quartzite counters, glass-enclosed shower and private outdoor lounging deck, while two generously sized guest bedrooms, one ensuite, and two additional fully reimagined baths provide comfort and flexibility. A custom office with Quartzite and wood built-ins supports work-from-home ease, and the large bonus room is ideal for a gym, media room, or play space. Perfectly positioned on a prominent corner lot with circular driveway and side-entry two-car garage, this home is a short distance from Arlington Park and Aquatic Complex featuring a 50-meter lap pool, fitness center, indoor gymnasium, tennis and pickleball courts, basketball courts, playground, dog park and scenic walking trails, and is minutes to Downtown Sarasota’s restaurants, arts and waterfront, Southside Village shopping and dining, Sarasota Memorial Hospital and the world-famous beaches of Siesta Key. For buyers searching for a fully renovated Arlington Park pool home in Sarasota with modern upgrades, walkability and unbeatable proximity to parks, downtown and beaches, look no further.
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
927 CONTENTO ST, SARASOTA, FL 34242
$2,300,0004 Days on yellowkey MLS ID: A4691441
0 Days Off yellowkey (back on 4/26/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3649 Built: 2024 Tax: $13,452 (2024)Community: Siesta IslesSpa: YesSingle Family
Taxes:$13,452
Remarks: Under contract-accepting backup offers. Short Sale. Partially complete. Interior is mostly complete and needs final punch-out completed and painting.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
8800 MIDNIGHT PASS RD, SARASOTA, FL 34242
$3,490,0003 Days on yellowkey MLS ID: A4691173
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3676 Built: 2025Monthly Fee: $25 Tax: $8,084 (2025)Community: Tortoise EstatesSingle Family
Taxes:$8,084
Remarks: With gulf views, and walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach. With 3,676 SF of thoughtfully designed space, this home offers breathtaking 360-degree ocean views, multiple outdoor patios and terraces, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. 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. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
5569 SHADOW LAWN DR, SARASOTA, FL 34242
$1,250,0004 Days on yellowkey MLS ID: A4691399
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2074 Built: 1966Monthly Fee: $17 Tax: $7,312 (2025)Community: Siesta IslesSingle Family
Taxes:$7,312
Remarks: One or more photo(s) has been virtually staged. NEW SOD AND LANDSCAPING BEING INSTALLED MID MAY and a brand-new irrigation system was just installed to keep everything to paradise standards! Welcome to the heart of world-renowned Siesta Key, where coastal living meets modern luxury. This fully renovated, solidly constructed home offers exceptional quality and thoughtful upgrades throughout, including PGT hurricane-impact windows, multiple triple-panel sliding impact glass doors, and a 2019 tile roof. Step inside through beautifully etched, Florida-themed French doors into an open-concept floor plan filled with natural light streaming from the screened lanai. The spacious living and dining areas seamlessly connect to a chef-inspired kitchen, complete with an induction range, griddle, and premium finishes—perfect for entertaining. The home features wood-grain luxury vinyl flooring throughout and tastefully updated bathrooms. The private primary suite is situated on one side of the home and includes an attached office, offering a quiet retreat. Just beyond, you’ll find a generously sized laundry room with a brand-new stackable washer and dryer. The opposite side of the home hosts additional bedrooms and a guest bathroom, providing comfort and privacy for family or visitors. Outdoors, enjoy your own private oasis with a saltwater pool and a brand-new, state-of-the-art pump system. Located in the highly desirable Siesta Isles community, this property is ideally positioned for strong rental potential, offering opportunities for annual, monthly, or seasonal income. Enjoy the convenience of being just a 10-minute walk or 5-minute bike ride to Siesta Key Beach—without the need to access main roads. Move-in ready and perfectly situated, this exceptional home offers the ultimate in coastal living. Schedule your private showing today.
Listing is courtesy of: IRONGATE REALTY INC (941-720-1003)
Listing Agent: Brittany Mccord (941-720-2640)
765 SIESTA KEY CIR, SARASOTA, FL 34242
$3,699,00026 Days on yellowkey MLS ID: A4688871
REDUCED by $99,900 (2.6%) on 04/26/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3446 Built: 1972Monthly Fee: $83 Tax: $20,136 (2025)Community: Siestas BaysideSingle Family
Taxes:$20,136
Elementary School: None
Remarks: Welcome to Your Slice of Paradise. A Boater’s Dream on Siesta Key Rare waterfront compound on nearly 1 acre in the heart of Siesta Key. This 5-bedroom estate features 100+ feet of deep-water frontage, your own private beach, and a private dock with direct access to the Intracoastal and Gulf—a true boater’s dream. Privately set behind a 250-ft circular driveway, the property offers a heated pool, basketball court, and expansive outdoor space rarely found on the island. Inside, enjoy two master suites (one upstairs and one downstairs), bonus rooms for an office or gym, marble flooring, designer finishes, and a chef’s kitchen with GE Café appliances. Built for comfort and efficiency with full spray foam insulation, plus 3 newer HVAC systems and a recently updated pool heater. A true slice of paradise offering space, privacy, and the ultimate waterfront lifestyle.
Listing is courtesy of: FLATFEE.COM (954-965-3990)
Listing Agent: Cliff Glansen
5753 COLONIAL OAKS BLVD, SARASOTA, FL 34232
$427,90047 Days on yellowkey MLS ID: A4686200
REDUCED by $2,000 (0.5%) on 04/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1424 Built: 1987Monthly Fee: $33 Tax: $4,177 (2025)Community: Colonial OaksSpa: YesSingle Family
Taxes:$4,177
Remarks: Seller providing a $5,000 seller credit for AC Unit replacement!!!! Welcome to 5753 Colonial Oaks Boulevard, a well-maintained home located in the highly desirable Colonial Oaks neighborhood of Sarasota. This property offers a great combination of comfort, functionality, and outdoor living. Inside, you’ll find an updated bathroom featuring a modern overhead shower, adding a fresh and contemporary touch to the home. The garage has been thoughtfully converted into a full at-home gym, creating a versatile space perfect for fitness enthusiasts. The gym equipment is available for purchase separately for buyers who want a ready-to-go workout space and has air condition. The home also features HURRICANE IMPACT WINDOWS, providing added security, energy efficiency, and peace of mind. Step outside to enjoy the private backyard, which is fully fenced with durable vinyl fencing, making it ideal for pets, entertaining, or relaxing outdoors. The screened-in back patio offers a comfortable space to enjoy the Florida lifestyle year-round, while the separate outdoor area with a hot tub creates the perfect spot to unwind at the end of the day. Located in an established Sarasota community close to shopping, dining, parks, and just a short drive to the area’s beautiful beaches, this home is a fantastic opportunity to enjoy the best of Florida living
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Rodrigo Posada (941-544-1133)
1185 S SHADE AVE, SARASOTA, FL 34237
$849,00039 Days on yellowkey MLS ID: N6143460
REDUCED by $25,900 (3.0%) on 04/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1949 Tax: $7,776 (2025)Community: Avon HeightsSpa: NoSingle Family
Taxes:$7,776
Remarks: Welcome to 1185 S Shade Ave, where location, style, and lifestyle come together in one exceptional property. Perfectly positioned just minutes from Downtown Sarasota, Siesta Key’s world-renowned beaches, Sarasota Memorial Hospital, top-rated schools, and Sarasota-Bradenton International Airport, this home offers true convenience in one of the area’s most sought-after corridors. Plus, enjoy peace of mind with NO HOA and located outside of a flood zone. Situated on a rare, oversized corner lot, this fully fenced property delivers privacy and curb appeal, while the backyard is built for Florida living. Enjoy a gorgeous saltwater heated pool (installed October 2021), surrounded by a travertine paver deck and low-maintenance turf yard, creating the ultimate outdoor retreat for entertaining or relaxing year-round. Inside, the home has been completely remodeled with a modern, high-end finish throughout. Features include luxury vinyl plank flooring, fresh interior paint, upgraded lighting, custom accent walls, and recessed lighting throughout. The stunning white kitchen is a true centerpiece, offering dark stainless steel appliances, soft-close cabinetry, a waterfall-edge countertop, glass tile backsplash, vent hood, ledgestone accents, and a spacious walk-in pantry. Originally built in 1949, this home was taken down to one interior wall and fully rebuilt in 2012, with all major systems and finishes updated throughout. Offering nearly 2,000 square feet, the layout is both functional and inviting. Recent updates include a brand new hot water heater and a 3-ton AC system installed in May 2022, providing added peace of mind and efficiency. The property also features an oversized 20x32 garage with a motorized screen, ideal for keeping the space cool while working, along with a covered carport for additional shaded parking. Offered fully furnished, this property is truly turnkey, making it ideal as a full-time residence, second home, or income-producing investment. Opportunities like this are rare — a fully remodeled, move-in ready home with a newer pool, updated major systems, oversized lot, NO HOA, not in a flood zone, and a prime Sarasota location, all at a compelling price point. This is one you don’t want to miss.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Erik Dunigan (941-441-5253)
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