Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
7253 MEADOWSHADE CT, SARASOTA, FL 34241
$774,99077 Days on yellowkey MLS ID: TB8473144
1 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2697 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,259
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2026
Middle School: Sarasota Middle
Remarks: Under Construction. Welcome home to The Wagoner, by David Weekley homes, in the brand-new, suburban lifestyle community of Lakeview Crossing in Sarasota. This single-story home sits peacefully on a pond where you can imagine coming home to serene views with sightlines of the pond from the moment you walk in the front door. Once inside, you’ll notice the thoughtfully designed open concept, flooded with natural light and a designer kitchen that will make hosting gatherings a must. The coastal interior design selections make you feel like you're just steps away from the beach. The owner’s retreat is situated off the back of the home, split from the other bedrooms, so you will have your own private oasis to wind down in. In addition to the 4 bedrooms, there is a dedicated den with French doors giving you flexible options with how to use the extra space. The 3-car tandem garage gives you plenty of storage and space to park all your vehicles, and the dedicated indoor utility room allows you to never break a sweat when doing laundry. Enjoy your morning coffee or evening glass of wine out back on your extended lanai or even on the spacious front porch where you can watch the kids play. Also, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Enjoy peace of mind knowing your home is constructed by the award winning builder of David Weekley Homes with energy efficiency in mind.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
521 CUMMINGS ST, SARASOTA, FL 34242
$1,450,000195 Days on yellowkey MLS ID: A4667165
REDUCED by $45,000 (3.0%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 1983 Tax: $7,154 (2025)Community: Ocean Beach RepSingle Family
Taxes:$7,154
Elementary School: Phillippi Shores Elementary
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Siesta Key Waterfront Retreat – Walk to the Beach & Village! Ready for immediate enjoyment this winter, this 3-bedroom, 2-bath Key West–inspired home embodies the essence of the Siesta Key lifestyle—boating from your backyard and strolling to the powdery white sands and vibrant Siesta Key Village with its renowned dining, boutiques, and nightlife. Nestled on a quiet cul-de-sac, this canal-front retreat offers 100 feet of waterfront, a covered 5,000-lb boat lift, and direct access to the Intracoastal Waterway. The expansive outdoor living area invites relaxation and entertaining with a heated pool featuring a cascading stone waterfall, covered bar & and wide open fenced area surrounded by tropical landscape creating a private island ambiance. Inside, a neutral palate, high ceilings, and open layout feels light and airy. The white kitchen features granite countertops, stainless steel appliances, dual sinks, a center cooking island, and a breakfast bar perfect for casual dining. Warmth and character is further enhanced by a marble fireplace in the main living and dining areas. The primary suite offers a peaceful retreat with an ensuite bath, dual vanities, a walk-in shower, and a charming window seat. Guests & children have their own wing with a full bath and a convenient laundry room. Enjoy peace of mind with impact windows, hurricane-rated doors, and major upgrades including a metal roof, Trex decking, Nichiha siding, and reinforced lanai. Positioned at one of the highest elevations on the street, the home has never experienced flooding. And there’s an additional ground floor BONUS…a generously sized sunlit air-conditioned play & storage room! Whether you’re searching for a seasonal escape, a full-time residence, or a property with strong vacation rental appeal, this move-in-ready home offers exceptional versatility and potential.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
4256 KING RICHARD LN, SARASOTA, FL 34232
$399,000214 Days on yellowkey MLS ID: A4659665
0 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1696 Built: 1984Monthly Fee: $49 Tax: $4,735 (2025)Community: NottinghamSpa: NoSingle Family
Taxes:$4,735
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Motivated seller and a huge price adjustment! Rarely available in Nottingham! Tucked away on a quiet cul-de-sac with 140 feet of sparkling lake frontage, this 3-bedroom home is perfectly designed for enjoying Florida’s outdoor lifestyle. The living room, kitchen/family room, and primary suite all open to the expansive screened lanai, featuring a 22’ x 42’ open area plus a 12’ x 32’ covered space—ideal for entertaining or simply relaxing by the pool. The first-floor primary suite offers a 10’ x 5’ walk-in closet and an en suite bath, while two additional bedrooms are located upstairs for added privacy. The kitchen flows into the family room with its cozy corner fireplace and soaring vaulted ceiling leading to a second-floor loft. Recent updates include fresh interior paint, reinforced and leveled pool decking with a 5-year warranty, and a new pool pump and filter. While some finishing touches remain—such as resurfacing the pool deck and replacing the skimmer—this home presents a fantastic opportunity to create your own retreat in one of the area’s most desirable neighborhoods. Don’t miss the chance to make this Nottingham gem your own!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
3360 S OSPREY AVE #201B, SARASOTA, FL 34239
$249,000163 Days on yellowkey MLS ID: A4671792
3 Days Off yellowkey (back on 4/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,282 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,282
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. One step away from Siesta Key, Sarasota Memorial and Hillview. West of the trail. Beautiful condo in Oasis on Osprey. Enjoy the community pool before you head to the beach.2 bedrooms, 2 bathrooms. large living area. Screened lanai. All tiled for easy maintenance. Granite countertop in kitchen. AC 2020.
Listing is courtesy of: INVESTUS REALTY LLC (941-538-2010)
Listing Agent: Vincent Ricaud (941-538-2010)
280 GOLDEN GATE PT #600, SARASOTA, FL 34236
$5,600,000192 Days on yellowkey MLS ID: A4668258
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4101 Built: 2016 Tax: $72,785 (2025)Community: AquaSpa: YesCondo
Taxes:$72,785
Middle School: Booker Middle
Remarks: Discover the pinnacle of direct bayfront excellence blending sculptural modern form with water views. Full-floor residence at AQUA is one of only eight in Sarasota’s most exclusive boutique building found on Golden Gate Point. Perched on the sixth floor with 180° views of Sarasota Bay and the iconic Ringling Bridge, this home offers a level of elegance and customization rarely found—even in new construction. From the moment you step off your private elevator into the foyer, the residence unfolds with simple, clean lines spotlighting floor-to-ceiling 10-foot glass walls which frame the Bay & Sunsets like living artwork. More than $500,000 in curated upgrades elevate the interiors, transforming this barely lived in 4,100+ sq ft space into a truly one-of-a-kind lifestyle rarely found in Sarasota’s market. Open-concept layout lives like a single-family home with distinct entertaining areas, a stunning waterfront dining room, and a bespoke wet bar. Chef’s kitchen is a study in form and function, seamlessly integrated into the living space while offering top-tier appliances and finishes: Wolf cooktop and ovens, 2 Miele dishwashers , Sub-Zero refrigerator, Cuisines Laurier cabinetry with a 9 ft expansive island topped with striking Cielo quartzite. Private primary suite is designed as a serene escape, featuring stunning water views, custom walk-in closets uniquely designed with two separate individual sections of sleek Cuisimax poly-gloss doors and packing station. Elevated features in the spa-style bathroom include dual vanities topped with striking azure crystal marble, a soaking tub, and a large glass-enclosed shower Two generous guest suites offer en-suite privacy, while a fourth bedroom currently serves as a sleek office. With discreet concierge services found only in a 5-star boutique style building, Aqua offers an enclosed oversized private two-car garage with an EV charging station & dehumidifier, private boat dock that accommodates 36' boat + flat kayak lift, temperature-controlled wine storage/wine tasting room, fitness studio, heated pool and spa and meeting room. Be part of vibrant downtown living in a secluded quiet location.
1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,00015 Days on yellowkey MLS ID: A4688990
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4852 Built: 1992 Tax: $80,000 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$80,000
Remarks: Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood-paneled library, formal dining with 12-foot ceilings, and a wetbar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.
4708 VIGNETTE WAY, SARASOTA, FL 34240
$299,000Listed 04/23/2026 8:53AM MLS ID: N6144033
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2018Monthly Fee: $127 Tax: $2,598 (2025)Community: Artistry Ph 1ATownhouse
Taxes:$2,598
Elementary School: Tatum Ridge Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to a home that combines everyday functionality and a location that keeps you close to everything Sarasota has to offer. Built in 2018, this thoughtfully designed residence offers 3 bedrooms, 2.5 bathrooms, and 1,758 square feet of well-utilized living space, making it an ideal fit for those looking to simplify without sacrificing style or comfort. Step inside to an open-concept layout that creates a natural flow between the kitchen, dining, and living areas. The kitchen serves as the heart of the home, offering ample cabinetry, generous counter space, and a layout that makes both daily routines and entertaining feel effortless. Whether hosting friends or enjoying a quiet night in, the main living space is designed to adapt to your lifestyle. Upstairs, the bedroom layout provides a sense of separation and privacy, with a spacious primary suite that offers a comfortable retreat at the end of the day. Additional bedrooms provide flexibility for guests, a home office, or hobbies. One of the standout features of this home is the quiet lanai space, perfect for morning coffee, evening relaxation, or enjoying Florida’s year-round outdoor living. It offers a peaceful extension of the home without the maintenance of a larger outdoor area. Located in a convenient Sarasota setting, this home places you within easy reach of shopping, dining, and daily essentials while still offering a sense of calm and neighborhood appeal. New homeowners may wish to install their own preferred flooring and home is priced accordingly. For those seeking a newer built home, a functional layout, and a location that supports an easy lifestyle, this property presents a strong opportunity to step into homeownership with confidence.
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Stephanie Ham (941-661-1462)
5237 TURTLE CREEK LN, SARASOTA, FL 34232
$799,00063 Days on yellowkey MLS ID: A4683092
0 Days Off yellowkey (back on 3/3/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3932 Built: 1979 Tax: $8,468 (2025)Community: Turtle CreekSpa: NoSingle Family
Taxes:$8,468
Remarks: Under contract-accepting backup offers. Rare Multi-Family Estate on 1 Acre in Turtle Creek, Sarasota – No HOA or Deed Restrictions Don’t miss this exceptional multi-family property in Sarasota’s Turtle Creek area—a rare opportunity offering space, flexibility, and income potential all on 1 private acre with no deed restrictions and no HOA. The main residence features 3 bedrooms, 3 bathrooms, and 2,719 sq ft under air with a spacious open floor plan designed for comfortable living and entertaining. The large kitchen flows seamlessly into the main living area and formal dining room, while an additional bonus/flex room offers the versatility to serve as a fourth bedroom, home office, or media room. The roof and fascia were replaced in 2022, providing added peace of mind. Step outside to a fully fenced backyard with a generous 30x18 deck, ideal for outdoor dining, entertaining, or relaxing in total privacy. There is also an above-ground pool, with ample room to add a custom in-ground pool if desired. The separate guest house is a true standout feature—offering 2 bedrooms, 2 bathrooms, and 1,216 sq ft under air with its own private entrance and dedicated electrical panel. The guest home includes a spacious kitchen, living room, and a large 25x22 screened lanai, creating the perfect setup for multigenerational living, extended guests, or rental income. Behind the guest house, you’ll find a 16x12 workshop, ideal for hobbies or storage. Located in the highly desirable Sarasota, Florida market, this property is just minutes to Downtown Sarasota, near Sarasota Memorial Hospital, and surrounded by premier shopping and dining. Enjoy being only 15 minutes from Siesta Key Beach, consistently ranked among the best beaches in the United States. Properties offering a main home plus guest house on acreage in Sarasota are increasingly difficult to find—especially without HOA restrictions. Whether you're seeking multi-generational living, investment potential, or space to spread out in a prime Sarasota location, this Turtle Creek property delivers unmatched versatility and value.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Jane Ebury Sinclair, Pa (941-726-9360)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,00049 Days on yellowkey MLS ID: A4684899
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3564 Built: 2026 Tax: $10,197 (2025)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$10,197
Remarks: Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style. Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
771 JOHN RINGLING BLVD #7, SARASOTA, FL 34236
$529,500237 Days on yellowkey MLS ID: A4663602
REDUCED by $20,000 (3.6%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1965 Tax: $5,888 (2024)Community: Sarasota Harbor EastCondo
Taxes:$5,888
Tax Year: 2024
Middle School: Pine View School
Remarks: Direct Waterfront, newly updated 2 bedroom 2 bath end unit with hurricane resistant windows and sliders. Sarasota Harbor East, a premier 55+ maintenance-free community in one of the most desirable bayfront locations in Sarasota! Just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, and directly across from the Sarasota Yacht Club, this community offers an unmatched combination of convenience, charm, and waterfront living. This residence features a fully glass-enclosed lanai—perfect for soaking in the spectacular waterfront views. The unit also comes with a covered parking space plus ample guest parking. Community highlights include: Free boat docks for sailboats or powerboats up to 30’ (first-come, first-serve), heated waterfront pool with stunning bay views, community gas grill and picnic area, secured covered bicycle shed & kayak storage, individual storage bins for residents. With its unbeatable location, Sarasota Harbor East is a rare opportunity to own in one of Sarasota’s most sought-after waterfront communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Janice Melzer Langa (941-404-0802)
3641 STOKES DR, SARASOTA, FL 34232
$499,90012 Days on yellowkey MLS ID: A4689591
REDUCED by $10,100 (2.0%) on 04/23/2026
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 1916 Built: 1960 Tax: $4,614 (2025)Community: Ridgewood Estates Add 04 Resub 01Single Family
Taxes:$4,614
Elementary School: Brentwood Elementary
Remarks: Spacious and beautifully updated 5-bedroom, 2-bath pool home in the heart of Sarasota—offering no deed restrictions, no HOA, and no flood insurance required. This fully rehabbed home welcomes you with a bright living room featuring stunning designer metallic flooring. The flexible 5th bedroom is currently used as a home office, perfect for today’s lifestyle. Major updates include a metal roof (2012) and new HVAC system (2025) for peace of mind. The kitchen shines with new appliances, designer-added storage units, and a striking palm frond tile backsplash, creating both style and functionality. The dining room features a built-in closet with a charming barn door closure. Enjoy added convenience with an indoor laundry room equipped with a tankless water heater. The home is fully fenced for privacy and includes ample outdoor storage, along with new shutters throughout for enhanced curb appeal. Step outside to your private pool area—ideal for relaxing or entertaining. This home is being sold partially furnished, making it move-in ready or a great investment opportunity. Centrally located near the interstate, hospitals, medical facilities, shopping, and a wide variety of dining options. A rare opportunity to own a 5-bedroom pool home in Sarasota priced below market—don’t miss it!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
4512 OTTAWA TRL #229, SARASOTA, FL 34233
$168,00020 Days on yellowkey MLS ID: A4688722
REDUCED by $4,800 (2.8%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973 Tax: $1,373 (2025)Community: Lake TippecanoeVilla
Taxes:$1,373
Elementary School: Ashton Elementary
Remarks: Unlock the potential of this inviting 2-bedroom, 2-bath end-unit villa located in the sought-after 55+ community of Lake Tippecanoe. Recently refreshed with new interior paint and brand-new carpeting, this home offers a clean starting point while still leaving room for your personal style and enhancements. The spacious floor plan includes an eat-in kitchen, a generously sized living area, and a private primary suite designed for comfort. Impact rated front door and windows were replaced in 2020 (sliders excluded). While some updates may still be desired, the competitive price reflects an excellent opportunity to create value in a desirable Sarasota location. Residents of Lake Tippecanoe enjoy a tranquil setting, an active clubhouse, and a community pool—all just moments from shopping, dining, and the area’s beautiful Gulf beaches. The community has its own well, so no additional fees for water or sewer! The low fees also include basic cable, garbage pickup, exterior building & grounds maintenance. Bring your vision and make this charming villa your own!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Beth Ann Boyer (941-780-6606)
5770 MIDNIGHT PASS RD #C601, SARASOTA, FL 34242
$1,395,000141 Days on yellowkey MLS ID: A4674063
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1337 Built: 1980 Tax: $11,117 (2024)Community: Gulf & Bay ClubSpa: YesCondo
Taxes:$11,117
Remarks: An exquisite, fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. This unit is in C Building with direct beach access just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head down to the private beach for an up close view of the #1 beach in the US. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for your enjoyment. Not to mention the electric car charging stations and on site car wash. You are moments away from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more! Take a short trip to the mainland and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Sylvia Wilk (630-863-1825)
800 BENJAMIN FRANKLIN DR #607, SARASOTA, FL 34236
$1,000,000184 Days on yellowkey MLS ID: A4669063
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $11,434 (2024)Community: Lido AmbassadorSpa: NoCondo
Taxes:$11,434
Remarks: Experience the best of beachfront living at Lido Ambassador with this rarely available 6th-floor residence, lovingly maintained by long-time owners and offering captivating Gulf views, impact-rated windows and sliders, and endless potential to personalize. Perfectly situated on the sandy shores of Lido Beach and just moments from world-famous St. Armands Circle, this condo offers the ideal balance of coastal tranquility and vibrant Sarasota living. This two-bedroom, two-bath unit features a desirable split floor plan, open living/dining area, and a private balcony where you can soak in breathtaking sunset views, sea breezes, and the ever-changing colors of the coastline. Meticulously cared for over the years, this home is move-in ready or the perfect canvas to update to your personal style. The spacious primary suite offers ample closet space and an en-suite bath, while the guest bedroom and bath provide a private retreat for visitors. Natural light, a thoughtful layout, and the overall condition reflect the pride of ownership throughout. Lido Ambassador is a well-managed community of just 74 residences, known for its pristine grounds and attentive upkeep. The Gulf-front heated pool and sun deck are currently undergoing a full renovation, soon to reopen better than ever, with a refreshed, resort-style atmosphere for residents to enjoy. Additional amenities include a fitness center, catering kitchen, private storage, and assigned covered parking. Steps from the Lido Beach Resort Tiki Bar and short distance of St. Armands Circle, Longboat Key, and the arts and culture of downtown Sarasota, this location is unmatched. Whether you’re seeking a coastal getaway, investment opportunity, or full-time residence, this 6th-floor unit delivers exceptional location, views, and value. Discover why Lido Ambassador is one of the most coveted addresses on Lido Key.
Listing Agent: Lindsay Nock (941-735-7005)
111 S PINEAPPLE AVE #1013, SARASOTA, FL 34236
$1,499,5001 Day on yellowkey MLS ID: A4690816
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1577 Built: 2019 Tax: $17,592 (2025)Community: Mark Sarasota CondominiumSpa: YesCondo
Taxes:$17,592
Remarks: Residence 1013 at The Mark Sarasota offers a rare combination of comfort, convenience, and newer construction in the heart of downtown. Built in 2019, this residence provides modern peace of mind with impact hurricane glass and exterior doors, along with soaring 10-foot ceilings and a bright, open feel throughout. The home includes two deeded side-by-side covered parking spaces located just 20 feet from the elevator, an exceptional convenience rarely found downtown. Positioned on the quiet and highly desirable side of the building, the residence enjoys southern exposure and beautiful views overlooking the pool, with sightlines extending toward Sarasota Bay and the Gulf of Mexico. Set on the 10th floor, this thoughtfully designed layout features two bedrooms plus a den and two-and-a-half baths across 1,577 square feet, along with a covered terrace that extends the living space outdoors. The split-bedroom floor plan provides privacy while maintaining an open, functional flow ideal for both everyday living and entertaining. Walls of glass fill the home with natural light and frame tranquil views over the treetops toward Paul Thorpe Park and the Mermaid Fountain. The kitchen blends style and function with imported cabinetry, stone countertops, designer backsplash, stainless steel appliances, and an upgraded induction cooktop. It connects seamlessly to the main living and dining areas, creating an inviting space to gather. A full-size utility room with additional storage adds everyday practicality. The primary suite opens directly to the terrace and features a spacious walk-in closet and a well-appointed bath with illuminated mirrors and refined finishes. The guest bedroom is privately situated, while the den offers flexibility as a home office or additional lounge space. A climate-controlled storage unit located just down the hall provides added convenience. Residents enjoy The Mark’s resort-style amenities, including a heated saltwater pool and spa, outdoor seating and grilling areas, club room with catering kitchen, billiards, fitness center, yoga studio, and spin room. The building also offers a pet-friendly environment, 24/7 front desk staffing, secure lobby access, and overnight roving security. Located in the center of downtown Sarasota, the residence places you just steps from the renowned Sarasota Farmers Market and only two blocks from Whole Foods Market. Cultural attractions including the Sarasota Opera House, Florida Studio Theatre, and Selby Public Library are all within easy reach, along with dining, galleries, and the waterfront. Surrounded by exciting new luxury developments, including the nearby Waldorf Astoria Residences Sarasota, this location continues to elevate as one of downtown’s most sought-after areas. Don’t miss the opportunity to own a newer-built residence in one of Sarasota’s most vibrant and walkable neighborhoods.
5753 COLONIAL OAKS BLVD, SARASOTA, FL 34232
$429,90040 Days on yellowkey MLS ID: A4686200
REDUCED by $5,100 (1.2%) on 04/16/2026
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: 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)
4576 BLISS RD, SARASOTA, FL 34233
$395,00037 Days on yellowkey MLS ID: A4685762
REDUCED by $15,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1978 Tax: $3,533 (2025)Community: Sarasota HighlandsSpa: NoSingle Family
Taxes:$3,533
Remarks: Welcome to 4576 Bliss Road a beautifully updated home blending classic Sarasota charm with modern comforts. This inviting 3-bedroom, 2-bathroom residence features a smart split floor plan that offers both privacy and an open flow. Step inside to discover brand new plumbing and stunning luxury vinyl plank flooring throughout, providing durability and style. The bathrooms have been thoughtfully remodeled, combining elegance and functionality to create a spa-like retreat. Outside, enjoy the privacy and security of a fully fenced yard, perfect for outdoor living, entertaining, or play. This home is a wonderful opportunity to experience the timeless character of old Sarasota with contemporary updates that meet today's lifestyle needs. Don't miss out on making 4576 Bliss Road your new sanctuary!
Listing Agent: Robert Krasow (941-363-6507)
6457 SAMOA DR, SARASOTA, FL 34241
$485,00037 Days on yellowkey MLS ID: A4669743
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 1975 Tax: $1,760 (2025)Community: Lake SarasotaSingle Family
Taxes:$1,760
Remarks: Under contract-accepting backup offers. Beautiful Home in LAKE SARASOTA 4/2/2 with POOL ~ A gathering home for any occasion. It is ready for grilling and chilling or whatever your heart desires. This home has a long history of comfy, cozy welcoming energy full of fun and happiness that has lasted generations. It is now ready for new memories to be made. Truly a home to grow into and entertain. Enjoy the split ranch style layout of this 4-bedroom, 2 bath home with living, dining, and family rooms that include patio/pool area, 2 car garage and an ample sized shed. This home is move in ready and has the opportunity for the new owners to make decorating touches to suit. Envision a beautiful weekend or holiday with 3 large sliding glass doors that open out to an expansive 28’ x 13’ patio with a cedar wood ceiling and fully enclosed pool. This home goes from regular daily routines to weekend fun, to festive evening swims with glow sticks and then onto peaceful, tranquil evenings relaxing by the pool. It offers flexibility that still promotes togetherness when needed and adds separation for quiet days. It has perfect adaptability for fostering continued growth for all phases of life. It features a new roof, upgraded electrical panel, as well as a code-compliant water heater and a hurricane garage door. Located in excellent neighborhood with great neighbors. The moment is here to share this home’s legacy and be the host of its next adventure. Public Dog Park Close by and a Lake Available for Canoeing - Easy Access to I-75 Short Ride to UTC MALL Area!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
217 S SHADE AVE, SARASOTA, FL 34237
$1,899,000413 Days on yellowkey MLS ID: A4628117
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Elementary School: Alta Vista Elementary
Tax Year: 2023
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
4060 WEBBER ST, SARASOTA, FL 34232
$360,0001 Day on yellowkey MLS ID: A4691042
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1546 Built: 1960 Tax: $3,916 (2025)Community: Southern ViewSpa: NoSingle Family
Taxes:$3,916
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to 4060 Webber Street—an ideally located Sarasota home offering convenience, flexibility, and access to some of the area’s most sought-after outdoor amenities. Just moments from the Legacy Trail, the Sarasota Springs Trailhead, Downtown Sarasota, UTC, and world renowned beaches. This property is perfect for those looking to enjoy all that the Florida lifestyle has to offer. The home features a comfortable layout with inviting living spaces and plenty of natural light, enhanced by luxury vinyl plank flooring throughout the main living areas and primary bedroom for a clean, modern feel. The living room is anchored by a cozy wood-burning fireplace, creating a warm focal point for relaxing or entertaining. The spacious, open kitchen offers ample room for cooking, gathering, and hosting, making it the true heart of the home. The property features a fully fenced yard with a double gate on the side, providing direct access to a concrete pad—ideal for storing a boat, trailer, or additional vehicles. With no HOA restrictions, you’ll enjoy the freedom to make the most of your property without added limitations—whether for personal use or investment purposes. Located just a short drive to Siesta Key, downtown Sarasota, shopping, dining, and major roadways, this home combines accessibility with lifestyle appeal. Don’t miss this opportunity to own a versatile property in a prime central Sarasota location
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Derek Robbins (941-356-4906)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.