Location: Sarasota
Do Not Show Listings
1347 LANDINGS DR #6, SARASOTA, FL 34231
$685,000405 Days on yellowkey MLS ID: A4656077
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2564 Built: 1981Monthly Fee: $167 Tax: $8,028 (2024)Community: Landings TreehouseSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,028
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Nestled among lush tropical foliage in the highly sought-after Landings community, this one-of-a-kind treehouse retreat offers the perfect blend of nature, light, and waterfront living. Ideally positioned along the scenic boardwalk near Sarasota Bay, this spacious residence is filled with sunshine and tranquil views from nearly every room. The first floor is wrapped in walls of glass, creating an airy indoor-outdoor feel and showcasing peaceful water and garden vistas. A versatile flex space offers endless possibilities as a large home office, family room, fitness studio, or creative retreat. The open kitchen features a generous dining area surrounded by windows, making every meal feel connected to the beauty of nature. Generously sized rooms throughout the home, including all bedrooms, provide comfort and flexibility for everyday living and entertaining. Just steps away, enjoy the community pool or stroll along the winding nature path through mature tropical landscaping to the bayfront gazebo — the perfect setting for spectacular sunsets and watching dolphins play in the water. Residents enjoy easy access to downtown Sarasota, world-famous beaches, exceptional dining, and shopping. Optional membership to the Landings Racquet Club offers resort-style amenities including a super sized pool, tennis and pickleball courts, fitness center, library, and welcoming social spaces to connect with neighbors and friends.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kristina Rain (941-320-2639)
5542 NATIVE HENNA CT, SARASOTA, FL 34238
$999,98024 Days on yellowkey MLS ID: A4698664
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3182 Built: 2020Monthly Fee: $268 Tax: $8,928 (2025)Community: Promenade Estates Ph ISpa: YesSingle Family
Taxes:$8,928
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Watch the listing showcase on Fox 4 News/WFTX-TV on 7.26.26 at 11:30 am Eastern Daylight Time! Experience the award-winning Crystal floor plan by M/I Homes in the very heart of Palmer Ranch in Promenade Estates, a highly desirable and established community in Sarasota. This residence offers 4 bedrooms, 4 full bathrooms, a private office, a bonus room, and a 3-car smart garage with a Tesla Level 2 charger, and in the rear of the property: a side yard fenced-in grass area, a saltwater pool and spa with nature and pond views. From the moment you enter, you’ll appreciate the home’s elevated design, highlighted by a paneled tray ceiling, recessed LED lighting and an electric fireplace that creates a focal point in the main living area. Throughout the home, custom cabinetry and closet systems provide exceptional organization, storage, and everyday functionality. The desirable split-bedroom layout provides privacy for the owner’s retreat, featuring serene water views, a spa-inspired en-suite bath with a walk-in shower, dual vanities, and a private water closet. Two additional bedrooms are tucked away in their own wing, each with a private bathroom, creating the perfect setup for family members or guests. At the heart of the home, the open-concept chef's kitchen includes 42" cabinets, quartz countertops, stainless steel appliances, along with a butler outdoor area. The dining and the great room are designed for effortless entertaining while capturing picturesque water views and lush natural surroundings. Designer accent walls, 9-foot ceilings and 8-foot doors, upgraded countertops, reverse osmosis water filtration, and custom cabinetry add both style and functionality. Upstairs, is a spacious private retreat featuring a generous bonus room, an oversized bedroom, and a full bath, ideal for long-term guests, multigenerational living, a media room, or a private home office. Designed to embrace the Florida lifestyle, the outdoor living space is equally impressive and accessible through tinted and sliding glass doors. Relax in the zen-filled setting or entertain on the expansive covered lanai overlooking a sparkling saltwater pool and spa with tranquil water views. Promenade Estates residents enjoy convenient access to the #1 Florida school and National Blue Ribbon Gifted Magnet, Pine View School, Sarasota Crew rowing facility, championship golf courses, premier tennis facilities, I-75, Costco, and the future Whole Foods and Trader Joe’s. Nearby attractions include the Legacy Trail, Casey Key, Oscar Scherer State Park, world-class shopping and dining, and Sarasota’s renowned Gulf Coast beaches. The proposed Palmer Ranch East Business Park further enhances the area’s long-term appeal. Promenade Estates offers exceptional value with no CDD fees and a low HOA, along with resort-style amenities including a community pool, splash pad, fitness center, playground, basketball and volleyball courts, and a dog park. Combining award-winning design, premium finishes, custom craftsmanship, serene water views, resort-style amenities, and an unbeatable Palmer Ranch location, this vacant, move-in-ready residence offers an immediate opportunity for relocating buyers or anyone seeking the best of the Sarasota lifestyle. Welcome Home!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Priya Acharya, Pll (941-735-5330)
7341 GOLF POINTE CIR, SARASOTA, FL 34243
$377,900261 Days on yellowkey MLS ID: A4671327
REDUCED by $10,000 (2.6%) on 07/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1561 Built: 1987Monthly Fee: $626 Tax: $5,308 (2024)Community: Golf PointVilla
Taxes:$5,308
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to your ideal Florida retreat in the highly desirable Golf Pointe at Palm Aire Country Club Community. This beautifully maintained turnkey furnished villa offers 3 bedrooms, 2 full bathrooms. The third bedroom presents flexible options perfect for a small guest room, a home office or cozy den. The open-concept layout features a light-filled living space, a well-equipped kitchen, and a oversized private screened lanai ideal for relaxing or entertaining. Additional highlights include a 2-car garage, in-unit laundry, and pet-friendly accommodations. Enjoy resort-style living with access to two community pools just steps from your door. Located near the renowned Palm Aire Country Club, you'll be minutes away from world-class golf, tennis, dining, pickleball and social events. Convenient to shopping, dining, and Sarasota’s top beaches. This unit offers great investment income potential. Book your private showing today!
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
3718 BOCA POINTE DR, SARASOTA, FL 34238
$1,498,900282 Days on yellowkey MLS ID: A4668962
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3936 Built: 1993Monthly Fee: $178 Tax: $12,505 (2023)Community: Prestancia M N And O AmdSpa: YesSingle Family
Taxes:$12,505
Elementary School: Gulf Gate Elementary
Tax Year: 2023
Remarks: This Fantastic Prestancia home, nestled in the heart of TPC Prestancia—a distinguished, gated golf community in Sarasota—boasts 4 spacious bedrooms, an office, and 3.5 bathrooms. Spanning almost 4,000 square feet, this elegant residence offers a luxurious living experience. Set on a serene, lakefront lot over half an acre, the custom estate home presents granite countertops, an extra-large pantry, and a sprawling master suite with a sitting area and an oversized bathroom. From the striking foyer entry, discover a home with a well-thought-out floor plan, high ceilings, a gourmet kitchen awaiting your personal touch, and marble flooring. Formal living and dining rooms lead to a vast kitchen area, setting the stage for your dream culinary space. The family room, enhanced by a gas fireplace, alongside two bedrooms with walk-in closets and a shared Jack & Jill bathroom, and a fourth bedroom with an en-suite that provides pool access, adds to the home's allure. The property also features a master bathroom with dual sinks, a separate shower and tub, a cozy den/office, and a guest half-bath. Step outside to the extensive screened pool area, where tranquility meets leisure with stunning lake views, a pool, and a spa. An oversized three-car garage adds convenience. Prestancia offers an optional two 18th golf courses or social membership, your option. Located minutes away from the pristine beaches of the Gulf of Mexico (Siesta Key, Nokomis….) to the Sarasota downtown with its theaters and Opera House. Costco, Public library, farm market, shopping, restaurant and publix parks are all nearly. Easy access and quick connection to I-75. Don't miss the opportunity to make this exceptional residence your own.
Listing is courtesy of: U-HOME REALTY LLC (941-726-3736)
Listing Agent: Yuhong Wan (941-726-3736)
7801 CENTAURUS WAY, SARASOTA, FL 34241
$819,124131 Days on yellowkey MLS ID: A4686765
REDUCED by $25,530 (3.0%) on 07/18/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3505 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Corner Lot | Cul-de-Sac Lot. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Tybee at 7801 Centaurus Way in Cassia at Skye Ranch! The first floor welcomes you with a charming study, a flexible room that adapts to your needs and a convenient half bath. The open great room, dining area and kitchen create a bright and comfortable space for everyday living, with an inviting island that leads to the covered lanai for easy indoor and outdoor gatherings. The private primary suite offers a peaceful retreat with a spa inspired bath and a generous walk-in closet, and the nearby laundry room adds everyday ease. Upstairs, four cozy bedrooms share two well placed bathrooms along with a spacious game room that brings everyone together for movie nights, playtime or quiet evenings at home. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: Gourmet kitchen, tray ceiling at primary suite, shower in place of tub at bath 2, 8' interior doors, sink at laundry room, outdoor kitchen rough-in, and whole house impact windows. MLS# A4686765
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
400 GOLDEN GATE PT #31, SARASOTA, FL 34236
$1,195,000311 Days on yellowkey MLS ID: A4658356
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1388 Built: 1965 Tax: $12,193 (2024)Community: Harbor House SouthCondo
Taxes:$12,193
Remarks: Experience Exquisite living at Harbor House South, where every moment is framed by breathtaking 180-degree Southerly views across Sarasota Bay. This stunning 3rd-floor, 2-bedroom, 2-bath end unit offers an expansive array of windows, the large one incorporates a cozy window seat that invites you to savor ever-changing vistas of the bay. From the privacy of your home, witness marine wildlife, yachts, and sailboats gliding by, all while enjoying the stunning daily show of sunrises and sunsets. Elegant and thoughtfully designed, this home boasts high-end finishes including porcelain tile, crown molding, plantation shutters, solid core doors, and spa-inspired bathrooms. Ideal for both entertaining and relaxation, the open and well-appointed floor plan features a spacious living and dining area, as well as a built-in office perfectly positioned to face the water. The chef's kitchen is a culinary dream with soft-close wood cabinets, quartz countertops, a state-of-the-art induction cooktop with stainless steel hood, a built-in convection oven, microwave, and a striking counter-to-ceiling glass-tiled accent wall. Perfectly situated near Marina Jack, the Ringling Bridge, and Downtown Sarasota, this private oasis is just minutes from everything Sarasota has available. Discover the perfect blend of luxury, privacy, and convenience. Add this exceptional residence to your must-have list today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harry Knight, Llc (917-446-5773)
1257 S PORTOFINO DR #104, SARASOTA, FL 34242
$449,90071 Days on yellowkey MLS ID: A4692335
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 780 Built: 1968Monthly Fee: $957 Tax: $3,326 (2025)Community: Siesta Harbor ICondo
Taxes:$3,326
High School: Sarasota High
Remarks: Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats pass by. Boat slips are available for vessels up to 30’, with dockage approximately $1,000 annually (buyer to verify with Harbor Master). This property is also investment-friendly, allowing monthly rentals, and has a strong rental history (buyer to verify current rental restrictions and income). Community amenities include a heated waterfront pool, fishing pier, fitness center, clubhouse, shuffleboard, and busy social calendar. Additional features include assigned covered parking and private storage. Located just steps to beach access through Crescent Arms and close to dining, shopping, and the Siesta Key trolley. Ideal as a full-time residence, seasonal retreat, or income-producing property.
Listing Agent: Suzy Kolaz (941-726-1153)
6300 MIDNIGHT PASS RD #708, SARASOTA, FL 34242
$1,350,000146 Days on yellowkey MLS ID: A4684587
2 Days Off yellowkey (back on 7/24/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1970 Tax: $12,144 (2025)Community: Crystal Sands 2Condo
Taxes:$12,144
Remarks: Under contract-accepting backup offers. Rising gracefully along the shores of Siesta Key, Crystal Sands is one of the island’s most recognizable Gulf-front landmarks, celebrated for its soft architectural curves and commanding 12-story presence at the water’s edge. This7th-floor, two-bedroom, two-bath residence in desirable Stack 8 captures sweeping northwest views and unforgettable sunsets stretching across the horizon. Inside, the open-concept living and dining areas flow seamlessly toward expansive Gulf views, creating a light-filled retreat that feels both relaxed and welcoming. A comfortable blend of style and practicality, appreciate the low-maintenance tile floors flowing through the main living and kitchen areas and the sustainable bamboo floors adding warmth to both bedrooms. The kitchen features handsome wood cabinetry, granite countertops, stainless steel appliances, and updated lighting. A thoughtfully designed peninsula extension provides additional prep space and bar-height seating—ideal for a pre-beach breakfast, casual dining & entertaining, or gathering to revisit the day’s adventures. Move right in as this home is offered turnkey furnished, showcasing comfortable rattan accents and whimsical coastal décor that perfectly complement its beachfront setting. Ownership at Crystal Sands is refreshingly effortless, supported by an experienced on-site rental management team that handles everything from bookings and guest coordination to housekeeping and turnovers. A 14-night minimum rental policy helps maintain an elevated atmosphere and consistent clientele, offering strong income potential without the transient feel of shorter-term communities. Crystal Sands offers direct beach access to Siesta Key’s world-renowned quartz sand along with resort-style amenities and strong rental appeal. Whether envisioned as a personal beachfront getaway or an income-producing investment, this 7th-floor residence delivers comfort, views, and the unmistakable charm of Gulf-front living on one of Florida’s most celebrated beaches.
Listing Agent: Rudy Dudon (941-234-3991)
4735 OAK HILL DR #8, SARASOTA, FL 34232
$260,000195 Days on yellowkey MLS ID: A4678024
1 Days Off yellowkey (back on 7/24/2026)
REDUCED by $10,000 (3.7%) on 05/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985 Tax: $1,442 (2025)Community: Village Oaks Sec CVilla
Taxes:$1,442
Remarks: Under contract-accepting backup offers. Move-in condition, lovingly well-maintained end corner unit! Updates include added laminate flooring, an enclosed 21 x 9 Florida Room, and inside laundry! This floorplan features walk-in closets in both bedrooms, a pass-through to dining and the "must have" 2 car garage. The dishwasher, water heater, washer/dryer and garage door have all been replaced in the last 3-4 years. The air conditioning system is around 4 years old! 4735 Oak Hill Dr is situated near the rear community near the clubhouse and pool facilities and fantastic lake views across the street as well.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Scott Spencer (941-350-0029)
2374 ARLINGTON ST, SARASOTA, FL 34239
$549,000181 Days on yellowkey MLS ID: A4680088
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1126 Built: 1961 Tax: $6,734 (2025)Community: Arlington ParkSpa: NoSingle Family
Taxes:$6,734
Elementary School: Alta Vista Elementary
Remarks: Virtually Staged. Outstanding Value in Arlington Park! This updated three-bedroom residence presents a rare opportunity to own in one of Sarasota's most desirable neighborhoods at an exceptional price point. With an open layout, the home is move-in ready and ideally positioned just minutes from downtown Sarasota and the area’s renowned Gulf beaches. The interior connects the living, dining, and kitchen areas, creating an easy flow for everyday living and entertaining. Luxury vinyl plank flooring extends throughout the main living spaces, while freshly painted walls in a neutral color palette enhance the light-filled atmosphere. Two updated bathrooms provide modern convenience and a cohesive finish. The kitchen serves as the heart of the home, offering granite countertops, a full-height tile backsplash, ample cabinetry, and a central island that adds workspace and casual seating. Sliding doors open to a spacious, fully fenced backyard—an inviting outdoor setting with room to relax, garden, or create a customized outdoor retreat. Additional exterior storage adds everyday practicality. One of this home's greatest advantages is its exceptional location. Just moments away, Arlington Park offers walking and biking trails, tennis and basketball courts, playgrounds, picnic areas, scenic lakes, and lush green spaces. Southside Village's popular restaurants, cafes, and boutique shopping are only minutes away, while downtown Sarasota's vibrant arts scene, waterfront parks, theaters, galleries, and acclaimed dining are easily accessible. Siesta Key Beach, Lido Key, St. Armands Circle, and Sarasota Memorial Hospital are all just a short drive away. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this beautifully updated home offers exceptional value, modern comfort, and one of the most sought-after locations in Sarasota—all without HOA fees.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
3281 BENEVA RD #202, SARASOTA, FL 34232
$191,60052 Days on yellowkey MLS ID: TB8516148
REDUCED by $100 (0.1%) on 07/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1979Monthly Fee: $438 Tax: $1,763 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$1,763
Elementary School: Wilkinson Elementary
Remarks: Welcome to your beautifully updated 2-bedroom, 2-bathroom condo, offering the perfect blend of modern finishes and Florida resort-style living! Step inside to find fresh tile flooring in the kitchen and baths, luxury laminate wood floors, and brand-new carpet and pad in the bedrooms. The kitchen is a showstopper, featuring crisp shaker cabinets, solid stone countertops, a sleek subway tile backsplash, and new matching stainless steel appliances. Both bathrooms have been thoughtfully updated with new vanities and modern finishes. The spacious master suite includes a private bath and a large walk-in closet for added convenience. Enjoy relaxing mornings and breezy evenings on your oversized balcony with views of the tennis courts and lush green space. Community amenities include a sparkling pool, tennis courts, and shuffleboard courts, perfect for embracing the Florida lifestyle year-round. Additional highlights include a brand-new water heater, ceiling fans,stylish new fixtures throughout, and more — making this home move-in ready and ideal for your next chapter in the Sunshine State!
Listing is courtesy of: REALNET FLORIDA REAL ESTATE (813-288-8000)
Listing Agent: Greg Vander Wel (813-565-2998)
667 MOURNING DOVE DR, SARASOTA, FL 34236
$10,995,00079 Days on yellowkey MLS ID: A4692992
4 Days Off yellowkey (back on 7/24/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6570 Built: 2009Monthly Fee: $110 Tax: $63,221 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$63,221
Remarks: Set along the deep-water shores of Bird Key, this direct bayfront estate is a striking architectural achievement designed by renowned architect Cliff Scholz and constructed to exceptional standards by luxury builder Murray Homes. Spanning nearly 6,600 square feet of elevated living space, the residence captures panoramic Sarasota Bay views that stretch out to the Gulf while blending timeless craftsmanship with extensive recent updates and resort-inspired outdoor living. Positioned behind manicured landscaping and a pavered circular drive, the home makes a grand first impression with its stately facade, three-car side-entry garage, and elevated waterfront setting. Inside, luxurious finishes define the two-story interior, including cathedral and coffered ceilings, four-piece crown molding, solid-core doors, custom built-ins, cherrywood flooring throughout, chic lighting fixtures, and oversized impact-rated windows and French doors that fill the residence with natural light and sweeping water views. Recent improvements include a new metal roof (2024), rebuilt dock, newer seawall and lift, resurfaced pool, fresh interior and exterior paint, new landscaping, updated exterior lighting, three new garage doors, whole-house lighting, and a new Kinetico water treatment system. A statuesque foyer entry opens to the formal living room, where a stone gas fireplace flanked by custom built-ins serves as the focal point. Walls of floor-to-ceiling French doors seamlessly connect the interior to the expansive outdoor entertaining areas overlooking Sarasota Bay. The formal dining room is complemented by nearby built-ins and a wet bar. At the center of the home, the gourmet chef’s kitchen features marble flooring, contemporary custom cabinetry, professional-grade Viking appliances including a six-burner gas range, double ovens, and Bosch dual dishwashers, along with an oversized island, breakfast bar, and informal dining area. An oversized walk-in pantry with additional wine refrigeration and a first-floor laundry room complete this thoughtfully designed culinary space. To the West, the family room offers en-suite bath access, and a walk-in closet—allowing flexibility as an additional guest suite if desired. A private study completes the main living level. The second floor is devoted to family and guest accommodations and can be accessed by either the elegant solid-wood staircase or private two-stop elevator. Upstairs, a media room and second laundry room enhance everyday convenience, while the bayfront primary suite serves as a luxurious retreat with walls of glass framing spectacular water views and access to an expansive terrace overlooking the bay. The en-suite bath is a spa-like sanctuary featuring extensive custom cabinetry, dual vanities, dedicated makeup area, soaking tub, large glass-and-tile shower, and private water closet. Three additional guest suites are positioned privately along the western wing of the home, each offering walk-in closets, en-suite baths, and one with direct terrace access. Outdoor living is equally exceptional. The multi-level bayfront entertaining areas include an expansive covered terrace with built-in grilling station, lounge and dining spaces, heated swimming pool, and direct boating access—creating an ideal environment for boating enthusiasts and waterfront entertaining alike. Located within the coveted Bird Key community, residents enjoy a prime Sarasota address between downtown Sarasota and St. Armands Circle.
547 N SHORE DR, SARASOTA, FL 34234
$2,700,000156 Days on yellowkey MLS ID: A4682843
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 1928Monthly Fee: $3 Tax: $8,131 (2025)Community: Sapphire ShoresSingle Family
Taxes:$8,131
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Exquisitely restored 1926 residence in Sarasota’s historic Museum Area west of the Trail. This architectural gem is one of just 13 original platted homes in the historic Sapphire Shores subdivision. Originally built for John Ringling’s circus talent scout, this home represents one of the best examples of true Mediterranean Revival architecture on the market. Set on an oversized 0.40-acre double lot located out of the flood zone and at 15 feet of elevation, this 3,100 sq ft home comprises 3 bedrooms, 2.5 bathrooms plus a sunroom/den in the main house and a 1 bedroom 1 bath detached guest house - 3,100 sq ft in total. The home is located on one of the coveted wide streets leading to the bayfront park. The traditional Mediterranean façade is framed with lush landscaping and a circular reclaimed brick driveway leading up to a beautiful arched entryway. The current owners have invested extraordinary time, vision, and craftsmanship into restoring and refining this 101-year-old architectural treasure. True to its historic character with its elegant arched doorways to intricate tilework and exposed original tile brick, the home also benefits from thoughtful updates that support modern living without compromising its integrity. An extensive 2017 remodel created a bigger kitchen, added a butler’s pantry/laundry room, new roof, new plumbing and electric, and new bathrooms. The owners added approximately 2,000 sq ft of outdoor living space with a beautiful Spanish-inspired covered lanai with space for eating, lounging and entertaining and a large pool deck with panoramic screens. The yard is a true gardener’s paradise, featuring multiple curated garden beds, a wide variety of plant and tree species, and a beautifully designed succulent garden bordering the front of the home. The two-car garage is currently used as a workshop/workout room but can be easily converted back to a garage. This is a rare opportunity to own a piece of Sarasota’s architectural history, thoughtfully restored, beautifully enhanced, and ready for its next chapter. This beautiful home is located just south of the Ringling Museum and Asolo Theater and is a short walk from a beautiful neighborhood park by the bay where locals gather to fish, watch the sunset, practice yoga and walk their dogs. Indian Beach Sapphire Shores is minutes from downtown Sarasota, Lido Beach, and St. Armands Circle. The home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s growing selection of independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Bev Murray (941-724-4995)
1451 REBECCA LN, SARASOTA, FL 34231
$4,550,00074 Days on yellowkey MLS ID: A4693453
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4683 Built: 2007Monthly Fee: $333 Tax: $26,090 (2025)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$26,090
Remarks: Commanding attention from the moment you arrive, 1451 Rebecca Lane is a masterfully re-envisioned gated elevated waterfront estate where architectural elegance meets uncompromising modern refinement crafted for the luxury buyer who demands both distinction and substance. Set behind the gates of Oyster Bay Landings, this residence has undergone a complete, high-level redesign, transforming it into a sophisticated coastal retreat defined by intentional design, elevated materials, and flawless execution. Every surface, finish, and fixture has been curated to create a timeless yet fashion-forward aesthetic—balancing warmth, drama, and livability. Inside, wide-plank wood-like flooring, bespoke millwork, and striking ceiling details create a gallery-like flow throughout the main living spaces. The living room is both refined and inviting, anchored by a sculptural fireplace and framed by expansive glass that seamlessly connects the interior to the private outdoor environment. Natural light pours in, highlighting the home’s clean lines and layered textures. The kitchen is a true work of art, designed to impress at both visual and functional levels. An oversized island takes center stage, complemented by custom cabinetry in rich designer hues, statement stone surfaces, and professional-grade stainless appliances. The dramatic backsplash and curated lighting elevate the space into a showpiece worthy of entertaining at scale, while still remaining perfectly suited for everyday living. The primary suite has been transformed into a spa-caliber retreat, offering serene views, custom-designed closets, and a magazine-worthy bathroom featuring marble finishes, a double vanity, elevated fixtures, and an expansive walk-in shower that rivals a five-star resort. Guest suites and secondary living spaces mirror the same level of craftsmanship, offering flexibility for hosting, working from home, or multigenerational living all without compromising style. Outdoors, the home unfolds into a private courtyard oasis, a hallmark of the redesign. The pool and spa are surrounded by lush tropical landscaping, refined hardscape, and multiple covered lounging areas that blur the line between indoor and outdoor living. Whether hosting elegant evening gatherings or enjoying quiet afternoons by the water, the setting is both intimate and grand. For the boating enthusiast, the property delivers an exceptional advantage: a private deep-water dock with an approximately 15,000-lb boat lift and no-bridge access to Sarasota Bay and the Gulf of Mexico— placing world-class boating just moments from your back door. Additional features include climate-controlled wine storage, thoughtfully designed bonus spaces ideal for media or fitness use, upgraded systems throughout, and a garage suited for both function and organization—ensuring the home is as practical as it is beautiful. Located minutes from downtown Sarasota, Southside Village, and the iconic beaches of Siesta Key, this residence offers a lifestyle defined by privacy, prestige, and proximity. 1451 Rebecca Lane is not simply renovated—it is reimagined, offering a rare opportunity to own a waterfront home where design excellence, quality craftsmanship, and coastal luxury converge at the highest level.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
3319 S OSPREY AVE, SARASOTA, FL 34239
$1,890,000126 Days on yellowkey MLS ID: A4687005
REDUCED by $60,000 (3.1%) on 07/09/2026
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
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.
1111 N GULFSTREAM AVE #10E, SARASOTA, FL 34236
$649,000128 Days on yellowkey MLS ID: A4686980
REDUCED by $50,000 (7.2%) on 07/24/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1575 Built: 1974 Tax: $6,085 (2025)Community: One WatergateSpa: NoCondo
Taxes:$6,085
Remarks: Perfectly positioned on the 10th floor at One Watergate, Residence #10E offers a light-filled downtown Sarasota lifestyle with sweeping city views that extend to Sarasota Bay and the iconic John Ringling Bridge. Ideally located along Gulfstream Avenue, this residence places you just steps from the waterfront, marina, and the cultural energy that defines downtown living. Spanning approximately 1,575 square feet of interior living space, the open-concept layout is designed for both comfort and functionality. Expansive impact-rated windows and sliding glass doors (updated in 2017) frame the skyline while filling the residence with natural light. Tile flooring runs throughout, creating a cohesive flow from room to room and enhancing the ease of maintenance. The living and dining areas connect seamlessly to the kitchen, where solid-surface countertops, breakfast bar seating, and ample cabinetry support both everyday living and entertaining. Just beyond, sliding glass doors open to an oversized terrace—an inviting outdoor extension of the living space and an ideal setting to enjoy morning light or evening city views. The split-bedroom floor plan enhances privacy. The primary suite is a comfortable retreat featuring direct terrace access, an oversized walk-in closet with dressing area, additional linen storage, and an en-suite bath. The guest bedroom is positioned on the opposite side of the residence and also enjoys water views, making it ideal for visitors or flexible use as a home office. Additional highlights include two secure under-building parking spaces—an uncommon convenience for downtown living—as well as access to community laundry facilities located on each floor. One Watergate is a well-established downtown community that has recently undergone extensive renovations, further elevating its appeal. Improvements include new impact windows and exterior doors throughout the building, a new roof, renovated corridors, a refreshed lobby with updated elevator and mailroom, a new fitness center (currently being completed), conference room/library, and enhanced common areas and landscaping. Residents enjoy secure building access, on-site management, a resurfaced swimming pool with pavered sun deck, grilling area, and newly updated tennis and pickleball courts. Located in the heart of Sarasota’s Cultural Coast, this residence offers exceptional proximity to everything the city has to offer. Marina Jack, Bayfront Park, and the waterfront promenade are just moments away, while the Sarasota Opera House, Florida Studio Theatre, and Selby Gardens anchor the area’s vibrant arts scene. St. Armands Circle and Lido Beach are only minutes away, providing access to boutique shopping, waterfront dining, and Gulf-front relaxation. Residence #10E presents an opportunity to enjoy walkable downtown living with city and water views, generous interior space, and the convenience of a well-updated community in one of Sarasota’s most desirable locations.
2136 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$599,00018 Days on yellowkey MLS ID: A4699321
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3375 Built: 2021Monthly Fee: $125 Tax: $6,164 (2025)Community: Bay Lndg Ph 2BSingle Family
Taxes:$6,164
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to this impressive two-story residence nestled within the highly sought-after Bay Landing community in Sarasota. From the moment you arrive, stacked stone accent columns, lush landscaping, and a striking slate-blue front door create exceptional curb appeal and a memorable first impression. Step inside to a bright and welcoming foyer, where decorative tile flooring and an elegant entryway set the tone for the thoughtfully designed interior. The expansive open-concept floor plan seamlessly connects the kitchen, dining area, and great room, creating an ideal setting for both everyday living and entertaining. At the heart of the home, the chef-inspired kitchen showcases rich dark cabinetry, gleaming granite countertops, a subway tile backsplash, stainless steel appliances, and a large center island with breakfast bar seating. Overlooking the spacious great room, a tray ceiling adds architectural character and enhances the home's inviting atmosphere. A versatile flex room on the main level offers endless possibilities and can easily function as a home office, formal sitting room, or hobby space, and additonal mudroom. Upstairs, a spacious bonus living area provides the perfect retreat for relaxation, recreation, or family gatherings. The private primary suite serves as a true sanctuary, featuring a tray ceiling, generous walk-in closet, and a spa-inspired ensuite bath complete with dual vanities, a soaking tub, and an oversized walk-in glass shower. Additional bedrooms are generously sized and offer ample closet space, ceiling fans, and access to a well-appointed full bathroom. A conveniently located upstairs laundry room adds everyday convenience. Step outside to the screened lanai, where paver flooring, a ceiling fan, and a lush natural backdrop create a peaceful setting for morning coffee or evening relaxation. Residents of Bay Landing enjoy low HOA fees, no CDD fees, and access to an outstanding collection of resort-style amenities, including a clubhouse, sparkling community pool, fitness center, dog park, playground, and beautifully maintained parks and sidewalks throughout the neighborhood. Surrounded by majestic canopied oak trees, Bay Landing offers a tranquil, nature-inspired setting with a welcoming community atmosphere. Ideally located just east of I-75, this home places you minutes from the premier shopping, dining, and entertainment destinations of University Town Center (UTC), Waterside Place at Lakewood Ranch, Lakewood Ranch Main Street, and vibrant Downtown Sarasota. Enjoy easy access to renowned Gulf Coast beaches, including Siesta Key and Lido Key, while Sarasota-Bradenton International Airport is conveniently located just eight miles away. Top-rated schools further enhance the appeal of this exceptional location. Offering an exceptional combination of space, style, modern updates, and an unbeatable location, this Bay Landing residence presents an outstanding opportunity to enjoy the very best of the Sarasota lifestyle. Is this home your perfect match?!
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Rachel Woodruff, Pa (941-705-8686)
8753 MERION AVE, SARASOTA, FL 34238
$895,00058 Days on yellowkey MLS ID: A4695410
REDUCED by $33,000 (3.6%) on 06/23/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2405 Built: 1997Monthly Fee: $605 Tax: $7,828 (2025)Community: Stoneybrook Golf & Country ClubSpa: NoSingle Family
Taxes:$7,828
Middle School: Laurel Nokomis Middle
Remarks: WONDERFUL OPPORTUNITY to own one of the most beautiful and largest homesite in the Estates of Stoneybrook Golf and Country Club. This true split plan home has 4 bedrooms and 3 full baths including a pool bath convenient for the forth bedroom a nice suite away the main bedroom areas. You will love the vaulted ceilings in the family room kitchen combo lots of windows to catch the evening sunsets. Well maintained this home boasts a NEW ROOF 8/2022 and new A/C 10/2022 Fres Exterior PAINT 6/2026. You do NOT want to miss this home with this large Lucious green homesite 19k sq ft plus and serene lake views no golf balls in this yard. Stoneybrook Golf & Country Club offers a member-owned lifestyle just minutes from Siesta Key, shopping, and the Legacy Trail, with a redesigned 18-hole golf course (2024), clubhouse dining, Har-Tru tennis courts, fitness center, and resort-style pool and spa, ideally situated between Downtown Sarasota and Downtown Venice. A new shopping center is set to open later 2026 including a new WHOLE FOODS and TRADER JOES. A 26 acre new park filled with shopping and dining in the COSTCO location.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
1300 BENJAMIN FRANKLIN DR #709, SARASOTA, FL 34236
$3,450,000307 Days on yellowkey MLS ID: A4665895
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3352 Built: 2005 Tax: $32,701 (2024)Community: The Beach ResidencesSpa: YesCondo
Taxes:$32,701
Remarks: Private and EPIC 180 Views! Every day is a vacation living on the beach in this Ritz-Carlton-Managed enclave on Lido Key called “The Beach Residences.” Imagine, dreams do come true at The Beach Residences, where coastal luxury meets seamless living. Enter your private elevator foyer, where floor-to-ceiling glass walls frame panoramic bay, city, sunrise, and moonrise views. This residence offers flexible living options: 3 bedrooms and 3 bathrooms, or 2 bedrooms plus a den, 10 ft. ceilings, timeless travertine flooring, and abundant natural light throughout with walls of glass wrapping around this home. The main living area opens to an oversized terrace—the perfect indoor-outdoor flow for entertaining and relaxation. An open living area with modern sophistication. The kitchen features a breakfast area and bar, a gas range, and premium appliances. The primary suite is a private sanctuary with two generous walk-in closets, a coffee bar, and sunrise vistas. The en-suite bath boasts a large shower and a garden tub. A separate guest wing offers an en-suite bedroom with bay views and terrace access. An additional study/den can be flexed to meet your needs; it is currently used as another guest suite. Relax on the expansive terrace with sparkling bay views and Sarasota’s skyline. Two pets are welcome with no weight limit. The Beach Residences delivers world-class resort-style living, a private movie theater, two guest suites available for overflow family and friends, a pool, spa, fitness center, social room, game room, dog run, and 24/7 concierge service. On-site is the Beach Club, directly on the beach with over 400 feet of Gulf frontage, offering Five-Star amenities like a resort-style pool, hot tub, cabanas, a tiki bar, a restaurant, and a small convenience store. There is also a Ritz-Carlton trolley that will take you to the Ritz-Carlton hotel in downtown Sarasota. You can experience Sarasota’s cultural venues, festivals, events, and restaurants. After the fun, the trolley will bring you back home. You can also immerse yourself in the charming St. Armands Circle that offers exclusive boutique shopping, casual and fine dining, art galleries, and much more. A short four-minute drive, or if you prefer to walk, just one mile away. With no waitlist for the optional Ritz Beach Club Membership, this versatile residence is designed for refined entertaining and relaxed daily living. Schedule your private showing to experience resort-like lifestyle firsthand.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
2414 VACCARO DR, SARASOTA, FL 34231
$969,000200 Days on yellowkey MLS ID: A4677299
REDUCED by $14,000 (1.4%) on 05/29/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2014Monthly Fee: $570 Tax: $6,350 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,350
Remarks: NEW PRICE Best Value in the Neighborhood. Motivated sellers bring all offers. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package
Listing Agent: Ellen Wilson (704-651-6322)
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