Location: Sarasota
Do Not Show Listings
332 COCOANUT AVE #406, SARASOTA, FL 34236
$975,000118 Days on yellowkey MLS ID: A4687470
REDUCED by $25,000 (2.5%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1159 Built: 2021Monthly Fee: $631 Tax: $9,114 (2025)Community: 332 Cocoanut CondominiumCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,114
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Located at 332 Cocoanut Ave in Sarasota’s Rosemary District, this well-appointed 2-bedroom, 2-bathroom condo offers a true downtown lifestyle in one of the city’s most vibrant and evolving neighborhoods. Just outside your door, you’ll find an eclectic mix of restaurants, cafés, art galleries and nightlife. The location also provides convenient access to Main Street, Bayfront Park, Sarasota’s waterfront, and a short drive to Lido Key and St. Armands Circle, making it ideal for both daily living and weekend enjoyment. Built in 2021, the building showcases a clean, modern design with the benefit of relatively low HOA fees. Inside, the unit features a spacious primary suite with a walk-in closet, upgraded lighting, and thoughtful finishes throughout. The private patio offers a comfortable space for entertaining or relaxing, while the rooftop pool deck delivers sweeping city views and an elevated setting to unwind. With its prime location, contemporary construction, and numerous owner upgrades, this condo presents a strong opportunity to experience comfortable, low-maintenance living in the heart of downtown Sarasota.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Nick Schlabach (941-313-1644)
9330 CLUBSIDE CIR #3207, SARASOTA, FL 34238
$315,00064 Days on yellowkey MLS ID: N6144372
REDUCED by $9,900 (3.0%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1995 Tax: $3,245 (2025)Community: Stoneybrook Clubside 3Condo
Taxes:$3,245
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Welcome to 9330 Clubside Circle, Unit 3207, where breathtaking views of the lake, golf course, palm trees, and conservation area create the perfect Florida backdrop from the glassed and screened lanai. This beautifully furnished two-bedroom, two-bath condo features a bright and cheerful interior with quartz countertops, new plank flooring, a sunny eat-in kitchen, and an open floor plan designed to capture the stunning views from the kitchen, dining area, living room, and primary bedroom. Sliding glass doors from the primary suite open directly to the lanai, while the adjoining bath offers comfort and convenience. The guest bedroom is ideally situated next to the guest bath, and the condo also includes an in-unit washer and dryer. Located within the gated community of Stoneybrook Golf & Country Club, residents enjoy an active clubhouse and restaurant, Arthur Hills and Kipp Schulties designed golf courses, Har-Tru tennis courts, a large heated pool, and direct access to the Legacy Trail walking and biking trail. There is a community pool and tennis courts just across the parking lot from this condo. Just under 20 minutes from Siesta Key Beach and a short drive to downtown Sarasota for shopping, dining, and cultural attractions, this is an exceptional opportunity to enjoy the ultimate Florida country club lifestyle. Golf membership is required.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-486-8686)
Listing Agent: Jody Skapyak (941-400-5603)
7796 ALISTER MACKENZIE DR, SARASOTA, FL 34240
$2,695,000152 Days on yellowkey MLS ID: A4682766
REDUCED by $90,000 (3.2%) on 04/12/2026
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7639 Built: 1991Monthly Fee: $345 Tax: $18,579 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$18,579
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: Laurel Oak Estates, this lakefront residence is positioned on an oversized corner homesite and offers a rare combination of architectural character, extensive updates, and exceptional versatility for today's luxury buyer. Designed for both everyday comfort and grand-scale entertaining, the home features soaring ceilings, custom millwork, solid wood doors, expansive gathering spaces, and walls of glass that frame peaceful lake views throughout. The renovated chef's kitchen anchors the home with custom cabinetry, premium appliances, generous prep space, and seamless connection to the surrounding living and dining areas. Five en-suite bedrooms provide privacy for family and guests, including a private guest suite with separate entrance that creates an ideal setting for multigenerational living, extended family, long-term guests, live-in assistance, or a dedicated work-from-home environment. Featuring soaring ceilings, loft space, abundant natural light, and a private balcony, this unique retreat offers endless possibilities as an art studio, executive office, fitness space, hobby room, or creative sanctuary. Outdoor living is equally impressive with a recently resurfaced pool and spa, expansive paver lanai, outdoor shower, courtyard fountain, and tranquil lake views creating a private resort-style setting. Recent improvements throughout the home include significant updates to the kitchen, bathrooms, flooring, lighting, cabinetry, millwork, and major mechanical systems, allowing buyers to enjoy the character of an established estate with the comfort of modern living. Residents enjoy 24-hour guard-gated security and optional Laurel Oak Country Club membership featuring two championship golf courses, tennis, fitness, dining, and an active social calendar. For buyers seeking more than another luxury home, this is a rare opportunity to own one of Laurel Oak's most versatile estate properties with exceptional scale, lakefront privacy, and the flexibility to accommodate multigenerational living, changing lifestyles, and evolving needs for years to come.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jessica Stiegel (703-898-8465)
480 CLEVELAND DR, SARASOTA, FL 34236
$3,800,000244 Days on yellowkey MLS ID: A4672676
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $300,000 (7.3%) on 05/23/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2875 Built: 1967 Tax: $47,931 (2024)Community: Lido BeachSingle Family
Taxes:$47,931
Elementary School: Southside Elementary
Tax Year: 2024
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Experience the ultimate in coastal luxury with this exceptional waterfront residence on Lido Key. Perfectly positioned along a wide, private deep-water canal, this beautifully renovated 3-bedroom, 3.5-bath home offers direct, bridge-free boating access to the Intracoastal Waterway and the Gulf of Mexico—an extraordinary feature for boating enthusiasts. Just two blocks from pristine Lido Beach and within walking distance to the vibrant shops and restaurants of St. Armands Circle, this home combines an unbeatable location with a serene, private setting. Designed to maximize its stunning waterfront surroundings, the home features expansive living spaces with six sets of sliding glass doors that seamlessly blend indoor and outdoor living. Step outside to a screened-in, south-facing heated pool and spacious paver deck—ideal for entertaining or simply relaxing while enjoying tranquil canal views. The private dock 2024 is fully equipped with a lift, power, and water, making it effortless to get out on the water at a moment’s notice. Lift can take 12,000 pounds. Inside, the home has been completely renovated in 2025 with a focus on modern elegance and functionality. The kitchen showcases stainless steel appliances, a built-in microwave, floating shelves, and ample cabinetry, along with a conveniently located pantry adjacent to the laundry room with utility sink. Porcelain tile flooring runs throughout, enhancing the home’s clean, sophisticated aesthetic. A thoughtfully designed layout offers both comfort and flexibility. A front-facing guest suite provides privacy for visitors, while a light-filled office or den—framed by three bay windows and enclosed with French doors—serves as an ideal workspace or additional living area. The primary suite is a private retreat featuring custom dual closets and a spa-inspired bathroom with floor-to-ceiling tile, glass-enclosed shower, and plantation shutters. A stylish half bath adds convenience for guests. Rental Projections avail. Investment Opportunity. Offered fully furnished, this home is truly move-in ready and designed for effortless coastal living. Enjoy quiet, walkable streets, nearby nature trails, and easy access to downtown Sarasota via the Ringling Bridge, where world-class dining, arts, and culture await. This is a rare opportunity to own a turnkey waterfront sanctuary in one of Sarasota’s most coveted island communities—where luxury, location, and lifestyle come together seamlessly. Walk to Lido Beach and catch a Sunset Or take the boat!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
1418 BURGOS DR, SARASOTA, FL 34238
$349,000127 Days on yellowkey MLS ID: A4686348
REDUCED by $36,000 (9.4%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1672 Built: 2006Monthly Fee: $408 Tax: $4,113 (2025)Community: Isles Of SarasotaTownhouse
Taxes:$4,113
Remarks: Enjoy easy Florida living in this freshly presented three-bedroom, two-and-a-half-bath Catalina townhome located in the highly sought-after community of The Isles. Bright, clean, and move-in ready, the home offers a comfortable layout designed for both everyday living and relaxed entertaining, all complemented by peaceful lake views that bring a sense of calm to the main living spaces. Tile flooring throughout the first floor creates a light, low-maintenance environment, while the open great room flows effortlessly toward the outdoor living area, where a spacious screened lanai overlooks the water—a perfect place to enjoy morning coffee or unwind in the evening. The kitchen provides generous cabinetry, Corian countertops, and updated appliances including a newer refrigerator and microwave, with a conveniently located laundry room just steps away offering additional storage. Upstairs, the primary suite serves as a comfortable retreat with two closets, including a walk-in with built-in organization. The ensuite bath features dual vanities, a soaking tub, and a separate shower. Two additional bedrooms and a shared full bathroom offer flexible space for guests, family, or a home office. Additional upgrades include a newer air-conditioning system (2021), central vacuum, and a security system. Residents of The Isles enjoy an active, resort-style environment with beautifully maintained grounds and an impressive amenity campus designed for recreation, fitness, and social connection. The community’s convenient Sarasota location places you close to the Legacy Trail, everyday shopping and dining, and the world-famous shores of Siesta Key Beach, making this an exceptional opportunity to enjoy both value and lifestyle in one of the area’s most vibrant neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
35 WATERGATE DR #1103, SARASOTA, FL 34236
$2,200,000500 Days on yellowkey MLS ID: A4643363
0 Days Off yellowkey (back on 5/21/2026)
REDUCED by $250,000 (10.2%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2985 Built: 2003 Tax: $19,803 (2024)Community: The Tower ResidencesCondo
Taxes:$19,803
Remarks: Stunning direct Westerly water views of Sarasota Bay from every room, 3 bedrooms and 3 full baths, gourmet kitchen with new high-end appliances, private elevator/foyer, luxurious owner's suite with expansive covered balcony overlooking the water. Whether you seek a serene or active lifestyle, this beautiful home allows convenient access from one of the best locations in the city. Residents enjoy the building's own pool, theater room and gym, PLUS the luxury offerings of the Ritz-Carlton Hotel that includes 24-hour in-residence dining and membership availability to the Ritz Private Golf Club and Beach Club on Lido Beach. The building is walking distance to downtown Sarasota's vibrant and cultural amenities -- Marina Jack Park, Van Wezel Performing Arts Hall, The Bay, Opera House, ballet, orchestra, Selby Gardens, a vast variety of restaurants and shopping with St. Armands Circle and Lido Beach just over the causeway.
Listing is courtesy of: DEREK BILLIB, LICENSED R.E. BROKER (941-302-3600)
Listing Agent: Derek Billib (941-302-3600)
6312 41ST CT E, SARASOTA, FL 34243
$415,000396 Days on yellowkey MLS ID: A4656525
0 Days Off yellowkey (back on 6/11/2026)
REDUCED by $24,000 (5.5%) on 05/09/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2219 Built: 2007Monthly Fee: $560 Tax: $3,694 (2024)Community: Cascades At Sarasota Ph IiiaSingle Family
Taxes:$3,694
Remarks: Under contract-accepting backup offers. Welcome to 6312 41st Ct E. This home is the Best Value in the Cascades of Sarasota! Featuring a *** BRAND NEW ROOF *** This well-maintained home presents an exceptional opportunity to enjoy an active, resort-style lifestyle! IMPROVED PRICE + BRAND NEW ROOF = EXCELLENT VALUE!!!! Larger than many homes in the community, this 2-bedroom, 2-bath home with a DEN offers a comfortable, easy-living floor plan with distinct, well-defined spaces—ideal for those who appreciate privacy, flexibility, and a sense of calm. The private location of the den enables it to easily function like a 3rd bedroom. High ceilings enhance the main living areas. The separate living and family rooms, formal dining room, and a breakfast nook create a natural flow for daily living and entertaining. The kitchen is thoughtfully designed for functionality and ease, featuring newer appliances and ** NEW CUSTOM PULL-OUTS ** in every cabinet, making organization and accessibility effortless. The spacious primary suite serves as a relaxing retreat with bay windows, a generous en-suite bath with both a tub and a walk-in shower. It also features an adjacent flex space that can easily function as a home office, hobby room, exercise space, etc. Additional features include accordion hurricane shutters and a 2020 A/C! This home is move in ready! Residents of The Cascades enjoy a vibrant and active 55+ amenity-rich lifestyle. There is a newly renovated 25,000 sq ft clubhouse, heated INDOOR AND OUTDOOR POOL, tennis and pickle ball courts, fitness center, billiards, art studios, and an active calendar of clubs and general social events. Conveniently located near shopping, dining, medical facilities, and Sarasota’s world-renowned beaches. With no CDD fees and an HOA that includes lawn care, cable, internet, and security, this home represents an outstanding value. This home is PRICED TO SELL!!! It is the best opportunities currently available in The Cascades. Schedule your private showing today.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Julie Shaw (941-408-4760)
5521 CHANTECLAIRE #21, SARASOTA, FL 34235
$314,500142 Days on yellowkey MLS ID: A4684320
REDUCED by $14,500 (4.4%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985 Tax: $3,913 (2025)Community: ChanteclaireVilla
Taxes:$3,913
Elementary School: Gocio Elementary
High School: Booker High
Remarks: WELCOME HOME to this aggressively priced villa home located in on of Sarasota's most established Golf and Country Club communities in this wonderful 3 BEDROOM, 2 BATH Bright and Spacious Villa nestled in the well- established Villas of Chanteclaire in The Meadows Golf and Country Club. This villa offers the new buyer exciting opportunities to creatively update the current floor---a wonderful opportunity to your personal taste or simply just enjoy the decor 'as is'. Enjoy discovering the best use the tiled sunroom, lined with windows overlooking the garden area! The Villas' Roof is less than two years old. NO CCD Fee. Enjoy many miles of trail to walk, hike or bike. Fun for all to choose from. Located a short drive to University Town Center and the commercial surrounding areas designed for shopping, entertainment, and recreational pastimes of your choosing. So much fun close by. Year-round entertainment indoors and outside for local residents and for visitors alike. Oh, and do experience the NEW World Class Mote Marine Seaquarium.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Jackie Woods (941-356-4093)
4205 CASTLEBRIDGE LN #1112, SARASOTA, FL 34238
$275,000152 Days on yellowkey MLS ID: A4682787
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1999 Tax: $3,260 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$3,260
Remarks: Palmer Ranch Condo close to Siesta Key and Lagacy bike/walking trail - Move in condition - Ceramic tile in living area - Bedrooms are both carpet - Glass enclosed lanai - New AC February 2026 - Outside storage room for bikes/beach chairs etc - Gated community with junoir olymnic sized heated pool hot tub/spa - Lighted tennis and pickle ball courts - basketball court - bicycle stands - BBQ/picnic area - Clubhouse includes fitness center - billard and card rooms - library and private 32 seat movie theatre - Pinestone is 1/2 mile to Sarasota Square Mall, Costco, YMCA, theatre and dining
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Robert Agnello (941-928-1328)
1865 ORCHID ST, SARASOTA, FL 34239
$1,795,000109 Days on yellowkey MLS ID: A4688669
REDUCED by $100,000 (5.3%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$17,715
Middle School: Brookside Middle
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
7607 PRESERVES CT, SARASOTA, FL 34243
$379,00068 Days on yellowkey MLS ID: A4691780
4 Days Off yellowkey (back on 6/15/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1515 Built: 1997 Tax: $4,145 (2025)Community: The Preserves At Palm-AireCondo
Taxes:$4,145
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome to “The Preserves at Palm Aire.” This brightly elegant home has an en-suite master bedroom, a second bedroom, a second bathroom and a den that can be converted into an office or a third bedroom as well as a roomy kitchen with two pass throughs to the living area….. As you enter the home from the brick paved courtyard through the glass inlaid mid-century-modern front door, you will become immersed in the open concept floor plan. Large windows and high ceilings provide an airy experience where one can flow through the living-dining room to the expanded enclosed lanai and out into the spacious grass yard. Hurricane windows and slider door installed in 2022. There is no need for window treatments as there are plantation shutters on every window throughout the home…. the attached garage has a terrazzo floor that can easily hold a car/suv, plus a golf cart, boxes of Christmas decorations, tools and a snowblower….. Palm-Aire is a master planned community near the border of Sarasota and Manatee counties. It is well situated to downtown Sarasota, the Sarasota Airport, the UTC Mall and I-75….. The Preserves is a charming neighborhood within the greater Palm-Aire community…..This Villa is a short walk from the Palm-Aire Country Club and Golf Course. Membership in the club is not required. However, several levels of Social Participation are available for those who do not hit the little white (or pink) ball but who want to join in the non-golf activities..........Please see the attached pictures with descriptions to get a better understanding of the features of this wonderful home..........Photos taken with furniture that has since been removed.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Bob Keir (412-977-3064)
6438 HOLLYWOOD BLVD, SARASOTA, FL 34231
$4,500,00066 Days on yellowkey MLS ID: A4693913
REDUCED by $475,000 (9.5%) on 06/15/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4282 Built: 2009 Tax: $35,895 (2025)Community: Pine Shores Estate 7Th SecSpa: NoSingle Family
Taxes:$35,895
Remarks: Welcome to Coucher du Soleil — French for "Sunset" — a magnificent gated waterfront estate styled after the grand French residences of New Orleans. Breathtaking views of Little Sarasota Bay, Siesta Key, and spectacular daily sunsets greet you from every room of this one-of-a-kind home. Impeccable craftsmanship is evident throughout, from the custom sapele mahogany front doors and hand-carved fireplace mantel to the handmade crown moldings and exotic sucupira hardwood floors. An elevator, exquisite lighting fixtures, exterior gas lanterns, and thoughtful hardware selections make this residence as functional as it is beautiful. The open-concept living and dining room flows seamlessly through numerous French doors onto an expansive covered balcony, also accessible from the guest suite and solarium. A custom library offers a tranquil retreat, while the entire top floor is dedicated to the primary suite, complete with a private office, morning kitchen, spacious dressing room, and private balcony with unsurpassed views. The carriage house provides an ideal in-law or guest suite with its own entrance, kitchen, bath, and balcony. Outdoors, enjoy the sprawling verandah overlooking the saltwater pool or head out on the water from your 50-foot composite dock with lift, electric, water, and sailboat access. Truly a one-of-a-kind Sarasota estate, do not miss this opportunity.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
3310 MINEOLA DR, SARASOTA, FL 34239
$665,000197 Days on yellowkey MLS ID: A4676490
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $10,000 (1.5%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1818 Built: 1958Monthly Fee: $17 Tax: $3,383 (2025)Community: South GateSpa: YesSingle Family
Taxes:$3,383
Remarks: Under contract-accepting backup offers. How will you keep cool this Summer? With a pool of course! Waterfront pool home for those who love nature and will enjoy overlooking the Jaffa Canal. Manatees will visit your backyard when dredging is complete. Connected to Phillippi Creek, you will have access out to Little Sarasota Bay, the Intercoastal Waterway & Gulf Waters! County dredging project underway of creek and canal behind this home! Discover Paradise in this home built on 1/3 acre on an island & private cul-de-sac. It is ideal for a full-time homestead or seasonal residence, located in the highly desirable South Gate neighborhood & Southside Elementary school district! Relax in your own outdoor oasis with 31'x14' & 8’ deep with aerating fountains and a 7’x7’ built in heated Spa! The open floor plan of this home makes it flexible for your needs with 2 larger bedrooms and 3rd used as a den with built-ins in closet. Master suite has custom walk-in closet and Travertine updated bath, glass-enclosed shower, large vanity & cabinet w/pull-outs. The French doors open to beautiful palm trees giving privacy to the outdoor spa area! The flex/family room also opens up to the 59’x24’ screened pool area, covered lanai and pool deck! Use the flex room as a den, art studio/craft room, informal dining & family room. Entry hall closet also has built-in shelving/drawers. French doors can be open or closed to afford privacy to the great room and adjacent updated kitchen with granite counters, wood cabinets & stainless steel appliances *New Refrigerator 2025 *New Air Conditioner 2025 *Shingle Roof 2019 *Sewer Connect 2015 **Pool added in 1999 ~ Re-marcited in 2013, Pool/Spa Heat pump 2015, Pool Motor 2019 *Two Water heaters (on each end of home installed 10/2022 & 8/2016) *Many additional updates since original build include electrical switches/outlets, 5" baseboards, wood casing detail, doors, hardware, windows & underground utilities *Well for irrigation of lush tropical, low-maintenance Florida friendly landscaped yard on this 13,000 sq. ft. lot. with seawall. The 460 sq. ft. 2 car garage has built in work bench & additional laundry room w/storage closet. Located just minutes to Sarasota Memorial Hospital, Downtown Sarasota, Shopping, Southside Village, St. Armand's Circle, World-famous Siesta Key and Lido Beaches! *HOA is optional only $200/year ~ Schedule your visit today!
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Solveiga Spalvins (941-320-6860)
2155 WEBBER ST, SARASOTA, FL 34239
$280,00089 Days on yellowkey MLS ID: O6401903
3 Days Off yellowkey (back on 6/15/2026)
REDUCED by $35,000 (11.1%) on 06/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 970 Built: 1954 Tax: $5,099 (2025)Community: South Side ParkSingle Family
Taxes:$5,099
Remarks: Under contract-accepting backup offers. Discover a rare opportunity in the heart of Sarasota — a historic 2-bedroom, 1-bath home on a lot offering over 4,700 sq ft of buildable space, priced at $315,000. Whether you're an investor, developer, or end-user ready to build your dream home, this property delivers serious upside. Ideal for a high-end single-family residence or a rent-by-the-room income strategy, the existing structure and generous lot give you the flexibility to execute your vision. Located just minutes from Sarasota Memorial Hospital and the world-famous Gulf Coast beaches, the parcel falls outside most flood plains — sitting in FEMA Flood Zone X — offering peace of mind and reduced insurance costs. Redfin Sarasota Memorial Hospital is less than one mile away, making this an especially attractive location for healthcare workers or medical tourism rentals. The property is situated in the Southgate neighborhood within ZIP code 34239 — one of Sarasota's most sought-after in-town corridors. Don't miss this investor-friendly opportunity in one of Southwest Florida's premier real estate markets.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Antoinette Munroe (786-252-8237)
814 PARADISE WAY, SARASOTA, FL 34242
$1,945,000137 Days on yellowkey MLS ID: TB8483961
REDUCED by $50,000 (2.5%) on 06/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1996 Built: 1962Monthly Fee: $17 Tax: $14,830 (2025)Community: Siesta IslesSingle Family
Taxes:$14,830
Elementary School: Phillippi Shores Elementary
Remarks: Exceptional Siesta Key waterfront residence offering a rare opportunity to own a turn-key, move-in-ready 4 bedrooms and 2 bathrooms home in one of the island’s most desirable and tranquil locations. Situated on a quiet cul-de-sac along a grand canal, the property provides privacy, scenic water views, and easy boating access to the Bay with only one higher bridge to navigate. A standout feature is the expansive Florida room, a light-filled living space designed for year-round comfort with floor-to-ceiling windows and seamless views of the water and surrounding greenery—ideal for relaxing or entertaining. The home has been thoughtfully maintained and is in excellent condition, allowing for immediate occupancy or rental income potential. Additional highlights include a heated pool, open and functional layout, and spacious living areas. Located just minutes from Siesta Key Beach and Siesta Key Village, this property combines prime location, generous living space, and waterfront charm, making it ideal as a primary residence, vacation home, or investment property. The house did not get flooded from the recent 2024 storms, a new roof was replaced in 2024, A/C was replaced in 2023, a pool heat pump was installed in 2023, re-piped and remodeled in 2022.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
3567 74TH AVENUE CIR E, SARASOTA, FL 34243
$480,000351 Days on yellowkey MLS ID: A4660983
2 Days Off yellowkey (back on 6/15/2026)
REDUCED by $19,000 (3.8%) on 05/03/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2328 Built: 2021Monthly Fee: $120 Tax: $6,911 (2024)Community: Grady PointeSingle Family
Taxes:$6,911
Remarks: Under contract-accepting backup offers. Welcome to your dream home! Get ready to be captivated by the stunning 4-bedroom, 3-bathroom residence. Nestled in a convenient location with a short driving distance to IMG Academy, UTC Mall, grocery stores, Downtown Sarasota, and beautiful beaches, this property offers the perfect blend of serenity and accessibility. From the moment you approach this home, you'll be greeted by its charming curb appeal. The lush landscaping and well-maintained exterior set the stage for the remarkable experience that awaits inside. As you enter, prepare to be amazed by the spacious and inviting atmosphere that flows throughout the entire property. The heart of this home is undoubtedly the living area, where large windows perfectly frame the picturesque outdoor area. The abundance of natural light creates an airy and vibrant ambiance, making it an ideal space for both relaxation and entertainment. Whether you're hosting a lively gathering with friends or enjoying a cozy evening with loved ones, this living area will effortlessly accommodate your every need. The adjacent kitchen is a culinary enthusiast's paradise. Equipped with modern appliances, ample counter space, and a convenient breakfast bar, it's a haven for creating delicious meals and memories. The spacious bedrooms offer a peaceful retreat for everyone in the household. The master suite is a true oasis, a walk-in closet, and a luxurious en-suite bathroom. Three additional bedrooms provide flexibility and comfort, whether you envision them as guest rooms, a home office, or a personal gym. The outdoor space is equally impressive, as it invites you to soak in the beauty of nature. Picture yourself hosting barbecues on the patio, basking in the Florida sunshine, or simply unwinding with a good book while being serenaded by the sounds of nature. With its enviable location, this home allows you to take full advantage of the vibrant Sarasota lifestyle. Explore the renowned IMG Academy, indulge in retail therapy at the UTC Mall, or discover the culinary delights of downtown Sarasota. And when you're in the mood for sand between your toes and salty breezes, the pristine beaches are just a short drive away. Don't miss the opportunity to make this exceptional home your own. Contact us today to schedule a private tour and experience the magic for yourself. Your dream of living in a picturesque paradise awaits!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kenia Rivas (941-737-6801)
1885 CLEMATIS ST, SARASOTA, FL 34239
$2,499,99082 Days on yellowkey MLS ID: A4691671
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $100,000 (3.8%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3215 Built: 2011 Tax: $18,357 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$18,357
Remarks: Under contract-accepting backup offers. Perfectly positioned on one of Sarasota's most coveted West of Trail locations - the "Flower" streets - this custom built residence delivers a lifestyle that's walkable, central and effortlessly connected to everything Sarasota. Just three blocks to Hillview's shopping, dining and Sarasota Memorial Hospital, a short stroll to top-rated Southside Elementary and only minutes to downtown Sarasota and world-renowned Siesta Key Beach - this is the epitome of "Location. Location. Location." Built in 2011 by Paradise Homes, the home offers over 3,200 square feet of thoughtfully designed one-story living with 4 bedrooms and 3 baths. A bright, open-concept layout creates a natural flow for entertaining, while the split floor plan provides ideal privacy for guests or family. High-end finishes and custom details are found throughout—from tray ceilings and built-ins to designer closets and a warm gas fireplace anchoring the main living space. The chef’s kitchen is both functional and refined, featuring stainless Viking appliances, granite countertops, custom cabinetry with glass accents, a walk-in pantry, and a reverse osmosis system with instant hot water—perfect for everyday living and hosting alike. Step outside to your pocketing sliding doors to a shaded, private Florida retreat - where a saltwater PebbleTec pool and spa, pavered pool deck, and fire pit set the tone for relaxed coastal living. The fully equipped outdoor kitchen—complete with grill, sink, and refrigerator—makes entertaining a breeze, all complemented by a charming side garden for added privacy and ambiance. Constructed with concrete block and outfitted with all impact-rated windows and doors plus electronic shutters - the home offers exceptional peace of mind. Modern conveniences include a Control4 smart home system and a new (2025) tankless water heater. An oversized three-car garage with epoxy flooring, irrigation well, and meticulous attention to detail complete the offering.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Monica Verinder (941-704-4040)
8341 38TH STREET CIR E #303, SARASOTA, FL 34243
$210,000222 Days on yellowkey MLS ID: A4674906
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 742 Built: 2005Monthly Fee: $287 Tax: $2,071 (2024)Community: Serenata SarasotaCondo
Taxes:$2,071
High School: Southeast High
Remarks: Resort-style living in a prime Sarasota location! This inviting condo is set in a gated community featuring one of the area’s most impressive amenities—a beautiful resort-style pool with a spacious sun deck overlooking a tranquil pond with two fountains. Inside, the home offers vaulted ceilings and a bright, open layout. The community also includes a state-of-the-art fitness center, lighted tennis court, picnic and BBQ area, and a car wash station. Ideally located near UTC, Lakewood Ranch, Downtown Sarasota, SRQ Airport, shopping, dining, and Gulf beaches, this condo delivers the perfect blend of convenience and Florida lifestyle. Schedule your private showing today and experience this exceptional Florida lifestyle for yourself!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Kelli Movalson (517-294-1246)
6211 CANARY ST, SARASOTA, FL 34241
$765,00042 Days on yellowkey MLS ID: A4696373
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2366 Built: 1969 Tax: $6,511 (2025)Community: Lakewood Tr ASpa: NoSingle Family
Taxes:$6,511
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. MOTHER IN LAW SUITE. Experience the perfect blend of space, privacy, and the coveted Florida lifestyle in this exceptional 4 bedroom, 3 bathroom estate, ideally situated on more than an acre of beautifully landscaped grounds in one of Sarasota’s most desirable locations. Surrounded by mature tropical foliage and overlooking tranquil lake views, this move-in-ready residence offers comfort, versatility, and thoughtful updates throughout. Step inside to discover pristine tile flooring, an airy open-concept layout, and expansive windows that fill the home with natural light while seamlessly connecting the indoors with the surrounding natural beauty. At the heart of the home, the updated kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and charming wood accent details that create a warm and inviting atmosphere. The spacious primary suite serves as a private retreat, complete with a large walk-in closet and a beautifully appointed en-suite bathroom featuring a walk-in shower. Two additional bedrooms, each with walk-in closets, provide ample storage and flexibility for family, guests, or a home office. A standout feature of the property is the secluded in-law suite, offering its own entrance, generous bedroom, walk-in closet, and full en-suite bath. This versatile space is ideal for multigenerational living, extended guests, or potential rental income opportunities. Designed for both relaxation and entertaining, the expansive air-conditioned Florida room provides year-round enjoyment while showcasing peaceful water views. Outside, a fenced side yard offers the perfect space for pets and play, while the sprawling grounds invite you to unwind beneath swaying palm trees and enjoy the serenity of lakeside living. Located in a rare no-HOA neighborhood, this property offers the freedom to personalize your home with minimal restrictions. Enjoy the tranquility of estate-style living while remaining just minutes from world-renowned Siesta Key Beach, premier shopping, dining, entertainment, and convenient access to I-75. Offering privacy, flexibility, and modern comfort in an unbeatable Sarasota location, this rare property is an opportunity you won't want to miss, schedule your private showing today!
Listing Agent: Joey Lamielle (941-350-0016)
2564 ARLINGTON ST, SARASOTA, FL 34239
$2,300,000139 Days on yellowkey MLS ID: A4683569
INCREASED by $118,100 (5.4%) on 06/10/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3117 Built: 2026 Tax: $5,223 (2025)Community: Turners J C SubSpa: YesSingle Family
Taxes:$5,223
Elementary School: Alta Vista Elementary
Remarks: Under Construction. ALL PHOTOS OF THE INTERIOR AND EXTERIOR ATTACHED ARE ONLY REPRESENTATIVE EXAMPLES OF POSSIBLE FIT AND FINISH SELECTIONS FROM THE BUILDER. Welcome to a rare opportunity to secure a striking, under-construction contemporary estate in the coveted Arlington Park neighborhood of Sarasota. Scheduled for completion by the 3rd qtr of 2026, this architecturally distinctive luxury residence is designed for the most discerning new-construction buyer who values elevated design, cutting-edge finishes, and seamless indoor-outdoor living. Spanning 3,117 square feet, this 4-bedroom, 4.5 bath custom home showcases a light-filled open floor plan curated for modern elegance and effortless entertaining. Expansive porcelain tile flooring flows throughout, enhancing the clean, contemporary aesthetic. At the heart of the home, a show-stopping chef’s kitchen features a premium appliance package, quartz countertops, a dramatic waterfall-edge island, oversized walk-in pantry, and whole-house water purification system — delivering both beauty and performance. The open-concept great room transitions seamlessly to the outdoor living space, creating a true resort-style experience. The main-level primary suite serves as a private retreat, complete with a spa-inspired bath offering dual vanities, a freestanding soaking tub, and an oversized zero-entry shower. Upstairs, three additional ensuite bedrooms each enjoy balcony access overlooking the first floor, providing privacy and architectural interest. Dual laundry rooms on both levels add convenience rarely found even in luxury homes. Step outside to your private outdoor sanctuary — a spacious pool deck and Gunite pool is a large oasis with an adjacent expansive sunken gas fireplace with built-in seating to enjoy relaxing evenings. Enjoy cookouts from the fully equipped summer kitchen on your pool deck featuring custom countertops, grill, and beverage center. Enjoy privacy within your fenced yard, professional irrigation, and curated exterior lighting create a refined yet low-maintenance tropical setting. A two-car garage and thoughtful landscaping complete the home’s polished presentation. Ideally positioned just minutes from downtown Sarasota, world-renowned Siesta Key Beach, the upscale boutiques and dining of St. Armands Circle, Sarasota Memorial Hospital, Sarasota Bradenton International Airport, and the scenic Legacy Trail — this location offers both prestige and convenience. With no HOA restrictions and weekly rental eligibility within city limits, this property also presents exceptional flexibility for luxury buyers seeking a primary residence, second home, or high-end investment opportunity. A one-year builder warranty provides added peace of mind. This is Sarasota luxury reimagined — modern, refined, and built for the future.
Listing Agent: Lee Brewer (941-724-3448)
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