Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
5121 OXFORD DR, SARASOTA, FL 34242
$1,699,00019 Days on yellowkey MLS ID: A4699217
1 Days Off yellowkey (back on 7/10/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2270 Built: 1983 Tax: $11,080 (2025)Community: Siesta BeachSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,080
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. What if every weekend felt like a vacation, and every vacation felt like home? Perfectly positioned just minutes from the powder-soft sands of Siesta Beach and the restaurants, boutiques, and nightlife of Siesta Key Village, yet tucked away on a quiet, oak-canopied street, 5121 Oxford Drive offers something increasingly rare: the ability to truly have it all. Whether you're searching for the ultimate family retreat, a luxury second home where lifelong memories are made, or a waterfront property with exceptional vacation rental potential, this home delivers the lifestyle buyers dream about without the compromises they dread. Forget spending months managing contractors, unexpected repairs, or costly renovations. Nearly every major component has already been upgraded, including a new deep-water dock with 10,000 lb. boat lift (2025), impact-rated Low-E sliders and doors (2025), new HVAC systems (2025), whole-home dehumidifier (2025), heated saltwater pool (2024), spa-inspired primary bath (2024), designer kitchen (2023), tankless water heater, hurricane-rated garage doors, climate-controlled garage, metal roof, and stunning Cumaru Brazilian teak wraparound balconies. Simply unpack and start living. Spend your mornings watching boats glide down the Grand Canal with coffee in hand, your afternoons cruising Sarasota Bay from your private dock just minutes away, and your evenings taking the golf cart to Siesta Village for dinner, live music, or a sunset walk on America's most celebrated beach. With 50 feet of deep-water frontage, boating isn't an occasional event—it's part of everyday life. For investors, few destinations generate year-round demand like Siesta Key, making this an exceptional opportunity to own a luxury property in one of Florida's most desirable vacation markets. For families, it's a place where children spend their days in the pool, weekends on the beach, and holidays become traditions that last for generations. This isn't simply another waterfront home. It's freedom from projects. Freedom from compromises. Freedom to enjoy the Siesta Key lifestyle the day you close. Homes that combine boating, beach access, golf cart convenience, luxury upgrades, and timeless coastal living in one complete package rarely become available. This is one of them.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
810 PLYMOUTH ST, SARASOTA, FL 34242
$1,600,00029 Days on yellowkey MLS ID: A4697918
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1165 Built: 1969 Tax: $7,583 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$7,583
Remarks: Your island escape awaits! Masterfully renovated and beautifully styled, this turnkey-furnished and move-in ready 2-bedroom, 2-bathroom, 1-car garage pool/spa coastal residence offers an unmatched island lifestyle on Siesta Key. Positioned on a tranquil residential street, this beautiful home sits at the intersection of privacy and prestige—just moments from the culinary delights of Siesta Village and the iconic white Quartz sands of Siesta Beach. The interior design embraces a bright, open floor plan defined by a sophisticated coastal color palette and seamless indoor-outdoor integration. At the heart of the home is the gourmet kitchen, featuring premium Cambria quartz countertops, classic farmhouse sink, and luxurious Wolf and Sub-Zero appliances. Thoughtful details include subway tile backsplash, a wine refrigerator, convenient pot filler, and custom soft-close cabinetry. Retreat to the primary bedroom suite, featuring a custom walk-in closet and an elegantly appointed en-suite bath with a granite-topped double-sink vanity and a beautifully tiled walk-in shower. Guests will enjoy total privacy in the secondary bedroom and guest bath with shower over tub. Outside, the screened lanai functions as an outdoor living room, offering views of the heated saltwater pool, integrated spa, and manicured tropical grounds, lovely in the evenings with custom outdoor lighting. Every detail has been upgraded for maximum comfort and durability, from the impact-glass windows and doors to plank tile flooring throughout, new laundry room with front-load Samsung washer & dryer and a high-efficiency tankless water heater. Boasting a proven location with income potential exceeding $100,000 per year, this property represents a rare opportunity as an excellent investment or your ideal seasonal or permanent home. No HOA! Schedule your showing today!
Listing is courtesy of: WILLS REAL ESTATE LLC (941-275-5154)
Listing Agent: Uli Wills (941-275-5154)
777 JOHN RINGLING BLVD #24, SARASOTA, FL 34236
$585,00033 Days on yellowkey MLS ID: A4697620
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 882 Built: 1965 Tax: $4,329 (2025)Community: Sarasota Harbor EastCondo
Taxes:$4,329
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Enjoy a million-dollar view without a million dollar price tag! Sarasota Harbor East is one of the most sought-after locations in Sarasota, just minutes from St Armand's Circle, Lido Beach, downtown Sarasota, and directly across the street from the Sarasota Yacht Club. You'll fall in love with the spectacular views the turquoise waters of Sarasota Bay, the Ringling Causeway as it lights up at night, and be spellbound by the fireworks over Sarasota Bay during July 4th and New Year's Eve. This lovely 2-bedroom/2-bath condo is offered turnkey furnished, with ceramic tile, an open-concept floor plan, renovated kitchen/baths, and an enclosed lanai, with a shared laundry room right next door. Recent updates include new hurricane-impact windows and sliders, a Nest thermostat, keyless front-door entry, and newly refinished cabinetry. Each unit includes a covered parking space and a storage unit on the 3rd floor. Community amenities include a clubhouse, community pool with sweeping views of the bay, shuffleboard courts, a community gas grill, a secured bicycle shed, and a kayak storage rack. The community's free boat slips are available on a first-come, first-served basis, are commonly available, accommodating both sail boats and powerboats up to 30'. Sarasota Harbor East is a 55+ community that allows rentals after one year of ownership. The second floor unit is accessible by elevator and stairs.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jill Berg (941-315-1199)
6961 SCRUB JAY DR, SARASOTA, FL 34241
$1,075,000192 Days on yellowkey MLS ID: A4677370
REDUCED by $25,000 (2.3%) on 05/28/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4177 Built: 2006Monthly Fee: $142 Tax: $9,513 (2024)Community: Red Hawk ReserveSpa: YesSingle Family
Taxes:$9,513
Elementary School: Lakeview Elementary
Tax Year: 2024
Middle School: Riverview Middle
Remarks: Welcome to 6961 Scrub Jay Drive, a beautifully maintained Sarasota pool home where the major updates have already been completed, allowing you to move in and immediately enjoy the Florida lifestyle. Freshly painted inside and out, this home offers a bright, clean feel from the moment you arrive. The kitchen is equipped with brand-new appliances, while a new hot water heater and new pool pump provide added peace of mind for years to come. Step outside to your private backyard retreat featuring a sparkling pool surrounded by attractive pavers, creating the perfect setting for entertaining, relaxing, or enjoying sunny Florida afternoons. A convenient pool bath adds functionality and makes hosting family and friends effortless, while the spacious pool deck provides plenty of room to create the outdoor kitchen of your dreams. Whether you envision a simple grilling station or a fully equipped outdoor entertaining space, the layout offers the flexibility to bring your vision to life. Adding even more value, the homeowner is willing to offer a concession toward updates, giving buyers the opportunity to personalize the home to their tastes while enjoying the confidence that many of the major mechanical and maintenance items have already been addressed. With the costly improvements already completed, 6961 Scrub Jay Drive offers the ideal blend of comfort, convenience, and outdoor living in one of Sarasota's most desirable locations. Simply unpack, settle in, and start enjoying everything this exceptional home has to offer.
Listing Agent: Matthew Hickey (941-539-6773)
630 VENICE LN, SARASOTA, FL 34242
$975,000271 Days on yellowkey MLS ID: A4669940
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1859 Built: 1971 Tax: $8,446 (2024)Community: Siestas Bayside Waterside EastSpa: NoSingle Family
Taxes:$8,446
Remarks: Virtually Staged. Nestled near the gentle waters of Roberts Bay, this enchanting Siesta Key home rests on a quiet cul de sac street where the only sounds are the whisper of palms and the laughter of neighbors walking by. T location captures the essence of island life — peaceful, private, and just moments from where the sun dips into the Gulf. A short stroll or quick bike or golf cart ride has you in the center of vibrant Siesta Key. This home is dependable and offers new hurricane impact-rated windows, garage door and sliders; re-lined plumbing lines as well as new pex water supply lines throughout; and a new HVAC system and water heater. Step inside, and you’ll feel the warmth of a home that’s been lovingly renewed. Every detail reflects care and comfort — from the four inviting bedrooms and two full baths to the light-filled kitchen adorned with stainless steel appliances and a captivating blue glass tile backsplash reminiscent of the Gulf waters just moments from your front door. The dining area invites long, easy meals, while two separate living spaces offer versatility for gathering, relaxing, or simply enjoying the rhythm of coastal living. Life is low maintenance and carefree with durable lvp flooring that looks modern and will compliment your coastal décor. Beyond the back door lies a spacious, fenced yard — a blank canvas waiting for your imagination. Picture a pool glimmering under the afternoon sun, a lush garden framed with tropical blooms, or a firepit where evenings stretch into starlit conversations. Here, you aren’t confined to someone else’s vision — you have the freedom to create your own perfect oasis suited to your tastes and dreamy outdoor vibe. The charming front porch welcomes your guests — a cheerful prelude to the life that awaits within. New hurricane-rated windows offer confidence and calm, while the spacious two-car garage with smart epoxy flooring and the generous, indoor laundry room offers convience. This is more than a house; it’s a fresh beginning on Siesta Key — a place where your coastal dream can take root.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
2554 FLOYD ST, SARASOTA, FL 34239
$1,299,90032 Days on yellowkey MLS ID: A4697988
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2409 Built: 2022 Tax: $10,385 (2025)Community: 0379 - Rustic LodgeSpa: YesSingle Family
Taxes:$10,385
Elementary School: Alta Vista Elementary
Remarks: Exceptional design, modern luxury, and an unbeatable Sarasota location converge at this stunning Domain Homes residence built in 2022. This thoughtfully designed four-bedroom, two-and-a-half-bath home also features a dedicated office/den, additional bonus room and an ideal floor plan for today's lifestyle. The beautifully appointed kitchen flows seamlessly into the main living spaces and out to the screened lanai, creating the ideal setting for everyday living and entertaining. Upstairs, you'll find all four bedrooms, a spacious loft, a large balcony and a convenient laundry room. Double doors lead you to the luxurious primary suite, which offers generous proportions and a spa-inspired bath. Stunning wood flooring, 8-foot doors, plantation shutters throughout, hard-wired surround sound and security cameras, fresh paint and updated landscaping elevate the home's appeal. Outside, enjoy your private retreat featuring a screened heated pool and spa with sun shelf, covered outdoor living area and fully equipped outdoor kitchen surrounded by low-maintenance turf. Offering peace of mind that comes with newer construction, this home is ideally located within a three-minute distance to Arlington Park via a paved community path, providing easy access to the park's pool, fitness center, tennis courts, recreational trails, playground and expansive park. Convenient to downtown Sarasota, Sarasota Memorial Hospital, world-renowned beaches, dining, shopping and cultural attractions, this exceptional residence offers the best of Sarasota lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
3942 HAMILTON CLUB CIR #13, SARASOTA, FL 34242
$1,349,00051 Days on yellowkey MLS ID: A4696120
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2691 Built: 1997 Tax: $10,009 (2025)Community: Hamilton ClubSingle Family
Taxes:$10,009
Remarks: Siesta Key, exclusive gated community of only 18 homes with Marina, pool and tennis all within a private, lush, tropical paradise . Walking paths around the lagoon as well as the beautiful Marina make Hamilton Club a truly unique lifestyle. Inspired by the architcture of Bermuda with its close ties to 17th Century Great Britian is recognised by its striking pastel colored walls and "welcoming arms" staircases . Very close to the Village and Beach , yet equally convenient to Downtown . This sophisticated townhome has been completly renovated with fine finishes , wood and stone prevail with architectural beauty . Soaring ceilings bring in the most elegant lighting . The kitchen with its sweeping bar of magnificent granite can accomodate a large party-open to the Great Room , it is both sleek and inviting .Premium appliances include Miele, Bosch , GE and KitchenAid .Expansive counter space , built in shelving and a variety of pantries and drawers add to the incredible functionality. The Great Room with 20 foot ceilings opens to the screened balcony with a charming view of the lagoon and pool area . The primary bedroom is enhanced by the stunning view of treetops and is all the more cozy for having its own fireplace . Impact rated windows and a metal roof combine to make this solid structure weather worthy . On the ground floor , in addition to the oversized two car gargage is a climate controlled bonus room which opens to the ground floor lanai . Boating , swimming , tennis and walking paths , within a private and peaceful environment close to everything -that is the Hamilton Club .
Listing Agent: Barbara Dumbaugh (941-349-3444)
5603 AARON CT, SARASOTA, FL 34232
$649,900115 Days on yellowkey MLS ID: A4688260
REDUCED by $50,000 (7.1%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2901 Built: 2012Monthly Fee: $150 Tax: $6,364 (2025)Community: Oak VistasSingle Family
Taxes:$6,364
Elementary School: Brentwood Elementary
Middle School: Sarasota Middle
Remarks: **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom pool home tucked away on a quiet cul-de-sac in the Oak Vistas community. Offering over 2,900 sq. ft. of living space, this two-story home features a functional layout designed for both everyday living and entertaining. Inside, the home opens to a welcoming dining area complete with a custom dry bar and wine cooler, creating a great space to host. The layout flows naturally into the kitchen and main living areas. The kitchen is equipped with 42-inch wood cabinetry, granite countertops, stainless steel appliances, and a large center island with ample prep and seating space. The main living area connects seamlessly to the outdoor space, enhancing the home’s open feel. The primary suite is located on the main level and offers a spacious layout with a massive walk-in closet. The upgraded primary bathroom features dual sinks, modern finishes, and dual shower heads. Upstairs, you will find three additional bedrooms along with a large bonus loft space, ideal for a media room, home office, or flexible living area. Step outside to a private, screened-in pool area with a fenced backyard, perfect for relaxing or entertaining. The cul-de-sac setting adds to the home’s quiet and private feel. Conveniently located near UTC, I-75, shopping, dining, and Gulf beaches, this home offers a prime location with low HOA fees and no CDD.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
4103 CENTER GATE BLVD #2, SARASOTA, FL 34233
$269,900124 Days on yellowkey MLS ID: A4687187
REDUCED by $10,000 (3.6%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1979 Tax: $2,106 (2025)Community: Center Gate VillageVilla
Taxes:$2,106
Elementary School: Ashton Elementary
Remarks: Price Improvement – Sellers Motivated to Sell. NEW A/C July 2026. Welcome to this spacious Villa in the desirable Center Gate Village community. Offering over 1,600 square feet of comfortable living space, this 2-bedroom, 2-bath villa features a thoughtfully designed floor plan perfect for both everyday living and entertaining. Enjoy the community pool and creek views right in your backyard. The expansive living and dining areas are filled with natural light, creating a warm and inviting atmosphere. The well-appointed kitchen provides ample cabinetry and workspace, with easy flow into the main living areas. The generous primary suite offers privacy and comfort, complete with a walk-in closet and en-suite bath. A second bedroom and full guest bathroom make this home ideal for visitors or a home office setup. Additional highlights include an attached garage for convenient parking and extra storage, new LVP flooring, interior laundry space, and abundant closet space throughout. Residents enjoy low-maintenance living with HOA-covered exterior maintenance and beautifully maintained grounds, along with access to a community pool. Ideally located in central Sarasota, you're just minutes from shopping, dining, medical facilities/Doctors Hospital, I-75, downtown Sarasota, and the world-renowned beaches of Siesta Key!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Blair Schrock (970-666-1240)
222 MORNINGSIDE DR, SARASOTA, FL 34236
$7,250,000195 Days on yellowkey MLS ID: A4675254
REDUCED by $250,000 (3.3%) on 07/02/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4284 Built: 2015Monthly Fee: $42 Tax: $34,055 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$34,055
Remarks: An extraordinary expression of modern waterfront living, this custom-designed Sarasota residence seamlessly blends architectural distinction, refined interiors and a tranquil Bayou setting flowing directly into the Gulf of Mexico, creating a home that is visually striking and effortlessly livable. Thoughtfully conceived by the owners, this exceptional five-bedroom, three full-bath and one half-bath waterfront residence is on approximately .37 acres and was designed to honor its surroundings while embracing contemporary form, function and natural light. Offering 4,284 square feet under air and 6,416 total square feet, the home makes a striking yet calming first impression. A circular brick-paver driveway, decorative architectural elements, trellises accents, curated landscaping, and subtle exterior lighting establish a refined sense of arrival and architectural presence. Inside, a dramatic open-concept floor plan unfolds with intention and volume. The great room features ceilings approaching 20 feet, custom wire railings and expansive glass frame serene water views from every room. Natural materials, most notably warm cedar accents carried seamlessly from interior to exterior, create a cohesive modern design language. Beechwood flooring, refined finishes, automatic solar window treatments, imported European light fixtures, and integrated LED lighting enhance comfort and contemporary appeal. The gourmet kitchen is designed for everyday living and entertaining, featuring Porcelanosa Design cabinetry, a side-by-side paneled Sub-Zero refrigerator, Asko dishwasher, Wolf built-ins including wall oven, warming drawer, microwave, a U-Line under-counter wine cooler, illuminated onyx island, quartz countertops, seamless under-cabinet lighting and a walk-in pantry. A new Whirlpool top-load washer complements the Whirlpool Cabrio Platinum dryer, completing the home’s functional amenities. The residence offers exceptional flexibility with two private primary suites on the main and upper levels, each providing direct terrace access and tranquil water views. Spa-inspired baths, one features a steam shower and walk-in closets, creating serene retreats. Additional guest suites, office, a waterfront gym or flexible living space, and these multiple en-suite accommodations support a variety of lifestyles. Outdoor living is equally compelling. A saltwater infinity-edge pool with spa and planter waterfall feature anchors the waterfront setting, complemented by covered and enclosable lanais with automatic window and terrace screens. Existing posts for the hammock overlook the Bayou. The outdoor pavilion provides space for an outdoor kitchen, with room to add a built-in grill, ice maker or under-counter refrigerator with existing gas hookup and water supply. A private illuminated dock provides direct Bayou access leading into the Gulf of Mexico, enhancing the home’s connection to nature and offering multiple gathering spaces ideal for entertaining and cherished memories. Modern construction, impact-rated openings and integrated smart-home technology contribute to peace of mind and long-term value. In one of Sarasota’s desirable waterfront neighborhoods, with optional deeded Lido Shores beach access and proximity to downtown Sarasota, St. Armands Circle and Longboat Key, this residence offers privacy, elevation, serenity and refined expression of luxury coastal living, designed to be admired and lived in.
Listing Agent: Moriah Taliaferro (941-504-9910)
1240 DOLPHIN BAY WAY #401, SARASOTA, FL 34242
$1,199,000300 Days on yellowkey MLS ID: A4658380
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1998 Tax: $12,546 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,546
Remarks: Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.
Listing Agent: Ethel Lovelace (941-586-7390)
7345 PINE NEEDLE RD, SARASOTA, FL 34242
$2,350,00089 Days on yellowkey MLS ID: A4690626
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2977 Built: 1956Monthly Fee: $450 Tax: $10,699 (2025)Community: Sanderling ClubSingle Family
Taxes:$10,699
Remarks: Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025–2026 with top-of-the-line finishes throughout the entire home. Luxury vinyl plank flooring flows through the open floor plan, complemented by granite countertops and a oversized granite island with lots of storage, Samsung appliances and an open-concept layout ideal for entertaining, with abundant indoor/outdoor living space with views of the oversized sparkling pool. The primary suite is a tranquil retreat with two walk-in closets and an en-suite bath featuring a double vanity and soaking tub. A thoughtful split plan offers two additional spacious bedrooms each with en-suite baths. A fully renovated pool house/mother-in-law suite with its own full bath adds flexible living options. Located in a waterfront community, residents of the Sanderling Club have exclusive beachfront access, tennis and pickleball courts, clubhouse and 24-hour security This home blends refined luxury with coastal lifestyle and privacy.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Amy Nadell (941-539-5424)
5880 MIDNIGHT PASS RD #906, SARASOTA, FL 34242
$1,150,000268 Days on yellowkey MLS ID: A4670194
REDUCED by $45,000 (3.8%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1982 Tax: $7,217 (2024)Community: CasarinaCondo
Taxes:$7,217
Remarks: The least expensive unit in the sought-after Casarina on Siesta Key with another price reduction of $50,000! This Top-floor unit offers stunning views of Siesta Beach and all the comforts of home. The interior has been tastefully updated with modern finishes and stylish decor. The unit is being sold furnished (minus few staging items). The kitchen has newer cabinets and upgraded appliances. Enjoy the spaciousness of the living/dining combination area and be drawn to the expansiveness of the enclosed patio where you can enjoy evening sunsets. The 17-by-12-foot primary bedroom has luxury vinyl flooring and room for a small desk area. The primary bath has new vanities, mirrors and lighting. Casarina has seven acres of newly planted tropical landscaping and 200 feet of private beach. The main lobby has recently been updated. Spend your days swimming in the heated pool, soaking in the spa, playing tennis, pickleball, basketball or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby and an on-site manager, everything you need is right here. Enjoy being close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining and world-class healthcare. This is your chance to own and live in beautiful Sarasota. Owner has paid all the present assessments for the new upgrades to the property and building.
Listing Agent: Robert Sherman (941-313-1301)
825 S OSPREY AVE #108, SARASOTA, FL 34236
$475,000143 Days on yellowkey MLS ID: A4684762
REDUCED by $20,000 (4.0%) on 07/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1985 Tax: $5,113 (2025)Community: Central ParkCondo
Taxes:$5,113
Remarks: Welcome to Central Park I in the heart of downtown Sarasota, where sophisticated design meets an exceptional location. This beautifully renovated 2-bedroom, 2-bath residence presents an effortless, move-in-ready opportunity in one of Sarasota’s most desirable boutique buildings. Offered partially furnished, the thoughtfully reimagined interior features a bright, open-concept layout complemented by refined finishes and curated upgrades throughout. The designer kitchen is both striking and functional, showcasing elegant quartzite countertops and backsplash paired with premium Italian appliances by Bertazzoni and Fulgor Milano—a space equally suited for everyday living and stylish entertaining. The kitchen flows seamlessly into the main living and dining areas, creating an inviting atmosphere filled with natural light. Just beyond, a sunlit alcove provides a serene place to relax and unwind after a day enjoying all that downtown Sarasota has to offer. The living space opens to a southern-facing terrace overlooking Hudson Bayou and the community pool, while a covered portion allows for comfortable year-round outdoor enjoyment. The spacious primary suite serves as a private retreat, featuring elegant French doors leading to a bright east and south-facing terrace. The renovated en-suite bath offers a spa-like experience with a walk-in shower, stone vanity and a generous walk-in closet. A split guest bedroom and full bath provide ideal privacy and flexibility for visiting guests, a home office, or additional living space. Ideally situated in the sought-after Central Park I building, residents enjoy a coveted downtown lifestyle just moments from Southside Village, Palm Avenue’s renowned galleries, Marina Jack, Selby Gardens, and walking distance to the vibrant Sarasota Bayfront. Whether as a full-time residence or a refined seasonal retreat, this fully furnished, impeccably renovated condominium offers a rare blend of luxury, comfort, and walkable coastal living.
Listing Agent: Dave Hall (646-256-6524)
6609 MAUNA LOA BLVD, SARASOTA, FL 34241
$494,00092 Days on yellowkey MLS ID: A4691414
REDUCED by $5,000 (1.0%) on 06/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1444 Built: 1980 Tax: $1,520 (2025)Community: Lake SarasotaSpa: NoSingle Family
Taxes:$1,520
Remarks: $4,000 PRICE REDUCTION AND $10,000 TOWARD NEW ROOF!! This home will be worry free! Bring your BUYERS! Welcome to your new home! This charming 3-bedroom, 2-bathroom pool home in Lake Sarasota is designed for making memories. Lake Sarasota provides sidewalks throughout for a traditional family lifestyle with no HOA or CDD fees, it offers the space and freedom your family has been looking for. AC is 3 years young and only used 9 months out of the year! The spacious open floorplan and vaulted ceilings create a bright, airy atmosphere where everyone can stay connected. The chef-inspired kitchen serves as the center of the home, featuring elegant granite countertops, custom wood cabinetry, and modern stainless-steel appliances. Whether you’re prepping a family meal or helping with homework at the counter, you’ll never feel far from the action. Kitchen also has complete reverse osmosis system! No more buying bottled water! On chilly winter nights, the cozy fireplace is the perfect spot for family movie nights. For the busy household, the 2-car garage provides plenty of room for vehicles and storage, complemented by an expanded front driveway that offers extra parking space for guests or a boat. Step outside to your own private tropical sanctuary! Your family will love splashing in the sparkling pool, while you relax on the screened porch or soak up the sun on the beautiful paver patio surrounding the pool deck. The fully fenced backyard is a true "edible garden" that will delight any nature lover. Imagine harvesting fresh Avocados, Mangos, Tangerines, and Key Limes right from your yard. The property also features 5 Guava trees and Pineapple plants tucked throughout the lush, mature landscaping—providing a true farm-to-table experience at home. Yard is fully fenced providing complete privacy. Location is everything for a busy family. You are just a short distance from the top-rated Lakeview Elementary School and minutes from the soccer fields and playgrounds of Rothenbach Park. With easy access to I-75 and Bee Ridge Road, errands are a breeze, and the world-famous sands of Siesta Key Beach are just a short drive away. Ready to give your family the lifestyle they deserve? This Lake Sarasota gem won’t last long. Contact us today to schedule your family’s private tour!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Roberta Rodgers-Mislyan (941-400-0639)
6146 MIDNIGHT PASS RD #12S, SARASOTA, FL 34242
$1,500,000172 Days on yellowkey MLS ID: A4680754
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1967 Tax: $11,612 (2025)Community: Island HouseCondo
Taxes:$11,612
Remarks: Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
4925 PRIMROSE PATH, SARASOTA, FL 34242
$1,695,00054 Days on yellowkey MLS ID: A4695589
REDUCED by $100,000 (5.6%) on 07/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2609 Built: 1969 Tax: $16,475 (2025)Community: HarmonySpa: NoSingle Family
Taxes:$16,475
Remarks: Experience the best of waterfront island living in this exceptional 4-bedroom, 2.5-bath residence, perfectly positioned just minutes from the world-famous shores of Siesta Key Beach. Situated on a sprawling corner lot of approximately 19,055 square feet — with almost 80 feet of canal frontage — the property is enveloped by mature tropical landscaping that creates an incredibly private, resort-like sanctuary you have to see to believe. This home has been completely and thoughtfully updated — truly move-in ready with select furnishings included. New hurricane impact-rated windows and sliding doors (2023) provide both security and peace of mind, while the Tesla Solar System with battery backup delivers energy efficiency and independence. Step outside and discover your own private paradise. A tiki hut, freeform pool with cascading waterfall, and stunning outdoor living spaces make entertaining effortless, while your private dock with boat lift puts boating, fishing, kayaking, and paddleboarding right at your doorstep. The sheer size and lush privacy of this lot is a rare find — expansive, tranquil, and beautifully landscaped. No HOA. Just freedom, flexibility, and the Florida lifestyle at its absolute finest — minutes from the boutique shops, acclaimed dining, and laid-back charm of Siesta Key Village.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Stephen Johnston (941-302-8080)
813 IDLEWILD WAY, SARASOTA, FL 34242
$3,795,00053 Days on yellowkey MLS ID: A4694937
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4161 Built: 1969Monthly Fee: $17 Tax: $22,147 (2025)Community: Siesta Isles Unit 5Spa: YesSingle Family
Taxes:$22,147
Remarks: Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout. At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views. A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless. The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC. Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Lori Madden (941-780-8443)
8977 MIDNIGHT PASS RD #519, SARASOTA, FL 34242
$585,90053 Days on yellowkey MLS ID: A4694054
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1974 Tax: $6,490 (2025)Community: Sunrise Cove Sec 3Spa: NoCondo
Taxes:$6,490
Remarks: Wake Up Above Sarasota Bay — Penthouse Views, Coastal Living, and Endless Horizons! Imagine beginning each day from your top-floor residence with breathtaking panoramic views of Sarasota Bay and glimpses of the Gulf of Mexico beyond. From morning coffee to spectacular sunsets reflecting across the water, this exceptional 2-bedroom, 2-bath condominium offers a front-row seat to Sarasota's coastal beauty. Perched on the top level, this light-filled residence showcases expansive water views, abundant natural light, and an inviting floor plan designed for comfortable living and effortless entertaining. Watch sailboats glide across the bay, spot dolphins at play, and enjoy the ever-changing scenery from the comfort of your own home. Whether you're searching for a year-round residence, seasonal retreat, or investment in one of Sarasota's most desirable locations, this residence offers the perfect blend of luxury, convenience, and waterfront charm. Ideally located near world-renowned beaches, vibrant downtown Sarasota, exceptional dining, shopping, arts, and cultural attractions, you'll enjoy the very best of Florida's Gulf Coast lifestyle. Top Floor opportunities with sweeping bay views and Gulf vistas are rare. Experience elevated living where every day begins and ends with unforgettable views. If it can't get any better than this, January and Feburary are rented bringing immediate income to future owner!
Listing Agent: Amy Disalvo (941-780-8080)
1280 DOLPHIN BAY WAY #504, SARASOTA, FL 34242
$1,500,000125 Days on yellowkey MLS ID: A4686981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1840 Built: 1998 Tax: $11,483 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$11,483
Remarks: At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.
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