Location: Sarasota
Do Not Show Listings
2945 UPPER TANGELO DR, SARASOTA, FL 34239
$660,00036 Days on yellowkey MLS ID: A4690742
REDUCED by $35,000 (5.0%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1439 Built: 1960 Tax: $6,132 (2025)Community: South GateSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,132
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: A rare offering within Sarasota’s desirable South Gate community, this meticulously restored Atomic Ranch embodies the essence of authentic Mid-Century Modern design. Revered as one of the foundational architectural styles of the 20th century, this residence has been thoughtfully preserved and elevated by discerning owners who understood the importance of honoring its original integrity. Ideally positioned in the heart of Sarasota, the home offers effortless access to world-class beaches, premier shopping and dining, top-rated schools, Sarasota Memorial Hospital, and the vibrant downtown district. The residence unfolds with a seamless, open-concept design, featuring three spacious bedrooms and two bathrooms, an inviting eat-in kitchen area, and expansive living areas designed for both comfort and entertaining. Walls of vintage sliding glass doors dissolve the boundary between indoors and out, opening to a generous pool terrace. Both covered and open-air, this creates a true indoor-outdoor lifestyle synonymous with classic Florida modernism. Authentic details remain beautifully intact, including original terrazzo flooring throughout, vintage architectural elements, and curated mid-century finishes that speak to the home’s heritage. An oversized garage, along with substantial fenced exterior space, provides flexibility for additional parking, including room for a boat or recreational vehicles. The home has been featured on Sarasota’s renowned “MOD Tour,” celebrated for its originality and preservation. As noted during the tour, the residence showcases vintage sliding glass walls, vibrant period kitchens and baths, and a fluid connection to the pool area. Carefully selected furnishings that reflect the era enhance the spirit of 1960s design. This is a truly special opportunity to own a piece of architectural history. Thoughtfully restored, exceptionally located, and ready to be experienced.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
1173 MYRTLE ST, SARASOTA, FL 34234
$375,000237 Days on yellowkey MLS ID: TB8436061
1 Days Off yellowkey (back on 5/26/2026)
REDUCED by $14,900 (3.8%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1950 Tax: $4,523 (2024)Community: Ford SubSingle Family
Taxes:$4,523
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. **SHORT TERM RENTALS PERMITTED** This beautiful property is conveniently located within the city limits of Sarasota, allowing for short-term rentals with a minimum of 7 days—offering a lucrative opportunity for investors. This updated home highlights a 3-bedroom, 2-bath layout featuring a separate primary suite complete with a luxurious new bathroom and kitchenette, providing the perfect setup if this space is used as a separate 1-bedroom, 1-bath studio—ideal for high-demand rentals in the area. Option #2 offers an incredible family retreat with plenty of privacy and a resort getaway feel right at home. With its own separate entrance, this flexible space also doubles as a fantastic in-law suite. Together, the spaces provide 1,361 square feet of refreshed living area. Step inside to discover new flooring throughout, a modern kitchen and updated bath, and stylish new lighting that enhances the home’s bright, open feel—all beautifully upgraded with new appliances, AC, water heater, and roof for lasting comfort and value. This property also boasts a generous yard—perfect for those who crave extra outdoor space. Whether you envision a private garden, play area, or space for family pets, this oversized side yard offers endless possibilities. Mature landscaping provides both beauty and privacy, creating a peaceful setting for outdoor relaxation. The outdoor area is made for Florida living—featuring an expansive, oversized pool perfect for lap swimming, entertaining, and making lasting memories. A huge screened lanai invites relaxation and provides plenty of space to host poolside gatherings and parties. A mini golf green adds a playful touch for family and friends. Whether you’re looking for a home with extra income potential or a flexible multi-use property, this one checks all the boxes. Conveniently located near downtown Sarasota, St. Armands Circle, Siesta Key Beach, the Sarasota-Bradenton Airport, and the UTC shopping district, you’ll be right in the heart of everything the Gulf Coast has to offer. A rare opportunity to enjoy a move-in-ready home and an income-producing asset—all in one desirable Sarasota location! **Free 1/0 Interest Rate Buy Down available when using our preferred lender.**
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
8923 BLOOMFIELD BLVD, SARASOTA, FL 34238
$1,095,00013 Days on yellowkey MLS ID: A4692718
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3191 Built: 2000Monthly Fee: $310 Tax: $8,433 (2025)Community: Silver Oak,Spa: YesSingle Family
Taxes:$8,433
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Architectural elegance abounds in this John Cannon custom built pool home in Silver Oak on Palmer ranch. Situated on a very private & quiet lot backed by pond view & acres of protected preserve. Nearly 3200 sq. ft. under air features 4 bedrooms plus an office with built in desk area & 3 full baths. You will enjoy the expansive primary bedroom. The current owners have spared no expense in recent upgrades including a new tile roof in 2019, 2 new AC systems, pool/spa updated with new PebbleTec finish, new stairs & railings, LED lanai lights & more. Paver brick lanai with new outdoor kitchen. Upon entering this home you will be greeted by soaring ceilings, artistic trays & architectural details indicative of John Cannon Homes. Family room features gas fireplace, fully pocketing sliders opening the entire family room up to the outside lanai. New Cambria counters in kitchen & DR, kitchen island at counter height & upgraded stainless steel appliances. Hurricane protection throughout for low insurance costs. Over size side entry 3 car garage. Pool cage upgraded with no-see-um screens & stronger structural integrity. Many other upgrades to please the most discriminating buyers. Located in the heart of Palmer Ranch near shopping, Legacy Bike Trail & world famous Siesta Key Beach.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Cynthia Bowers (941-650-4808)
4811 WOODBROOK DR, SARASOTA, FL 34243
$354,999371 Days on yellowkey MLS ID: A4652272
REDUCED by $5,000 (1.4%) on 04/03/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1516 Built: 2012Monthly Fee: $173 Tax: $4,817 (2025)Community: Woodbrook Ph ISingle Family
Taxes:$4,817
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. This beautiful Key West–style courtyard home in the highly desirable gated community of Woodbrook offers exceptional value with over $35,000 in recent improvements and updated mechanicals throughout. Ideally located on a premium lot directly across from open green space, this two-story residence features a rare and versatile layout with two private en-suite bedrooms, making it ideal for guests, multi-generational living, or a dedicated work-from-home setup. The bright, open-concept main level showcases 18"x18" tile flooring throughout the living, dining, and kitchen areas, along with a well-appointed kitchen featuring Cumberland cherry wood cabinetry, solid-surface countertops, new stainless-steel appliances, a large center island, breakfast bar, and a spacious walk-in pantry. A convenient half bath and laundry closet with newer washer and dryer complete the first floor. Upstairs, both bedrooms are generously sized with full baths, including a spacious primary suite with vaulted ceilings, an oversized walk-in closet, and a private balcony overlooking peaceful green-space views; carpeting was updated in 2022. The private brick-paved courtyard offers an ideal outdoor retreat for dining, relaxing, or gardening and provides direct access to the detached two-car garage with its own A/C and additional storage. Recent upgrades include a Trane HVAC system (2024), ductwork cleaning and sealing (2025), new ceiling fans (2024), a new hot water heater (11/2025), an updated electrical panel (2026), and window seal replaced 4/26, allowing for true move-in-ready convenience. Residents of Woodbrook enjoy low HOA fees, no CDD, and access to resort-style amenities including a pool, spa, cabana, grills, playground, and park, all just minutes from UTC, Lakewood Ranch, downtown Sarasota, Nathan Benderson Park, I-75, golf, shopping, dining, St. Barbara’s, and the Gulf beaches. Will consider a lease option. Home is currently under contract to lease as of June 15.
Listing Agent: Lynn Clement (941-650-1138)
1404 KENILWORTH ST, SARASOTA, FL 34231
$5,200,000138 Days on yellowkey MLS ID: A4672697
REDUCED by $450,000 (8.0%) on 04/06/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2007Monthly Fee: $333 Tax: $52,740 (2024)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$52,740
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Privately positioned in gated Oyster Bay Landings with water views stretching down a short canal to Sarasota Bay, this stunning iconic masterpiece from world-renowned architect Guy Peterson is a breathtaking example of the Sarasota School of Architecture’s style and vision. A comfortable modernistic ambiance flows freely throughout the 5,428 sq. ft. of open living where walls of glass capture spectacular displays of the cerulean blue water and evening skies of fiery beauty. No detail has been overlooked. No expense has been spared. Architecturally striking, this 4-bedroom, 4.5-bath waterfront residence is the ultimate indulgence offering rarity, cachet and grandeur. Dock with 2 lifts is conveniently situated on a waterway unencumbered by any bridge. Floor to ceiling windows frame expansive vistas and abundant natural light complements the thoughtfully-appointed and expertly-planned space. Over 4,000 square feet of outdoor area is inviting and festive, and presents unique vantage points to deliver an exhilarating experience. Expansive terraces promote seamless indoor-outdoor living. Covered entertaining is abundant among the verdant tropical gardens and immaculately manicured grounds. Resort-style amenities including an elevator, courtyard with fire pit and heated pool/spa, and breathtaking reflecting pool with fountain. The stunning kitchen is a culinary delight and complemented by an extravagant amenities package of top-tier appliances, island with seating for 6, 20-ft. long counter for 2 desk workstations, side-by-side but separate refrigerator and freezer, 2 dishwashers, and deep walk-in pantry. The family room is equipped with built-in entertainment wall and opens to a waterfront patio with outdoor cooking center. The great room has travertine floors and cypress ceiling detail, and the office provides a desk with stone countertops and plenty of solid wood cabinetry. A 400-bottle wine room is the highlight of the gaming area with wet bar, electric shades and unique glass chandelier. On the second level are spa-inspired en-suite bedrooms with custom closet systems and elevated ceilings. A 30-ft. bridge leads to the master wing highlighted by incredible water views, sitting room with morning bar, and home gym/office. The primary bath creates an immersive experience with a 16-ft. long dressing hall with a wall of built-ins and mirrors, large walk-in specialty closet, multi-faceted shower, deep soaker Jacuzzi tub, separate bidet and laundry chute. In addition, there are two laundry areas, an elevator from ground level to the 2nd and 3rd floors, Creston music and lighting system, Generac generator, and 4-car garage. In one of Sarasota’s most coveted locations along the waterfront, this home redefines coastal living is just minutes from beaches, golf, fine dining and downtown Sarasota’s beloved arts and cultural offerings. When scheduling your exclusive tour of this amazing MODERN waterfront estate, make sure to allow plenty of time for exploring its incredible features, both inside and out. It must be seen in person to be fully appreciated. Even the most discerning buyer will fall in love!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2989 GREENBRIAR ST, SARASOTA, FL 34237
$445,00021 Days on yellowkey MLS ID: TB8507802
2 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1237 Built: 1956 Tax: $843 (2025)Community: Greenbriar Homes 1St AddSingle Family
Taxes:$843
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated TRUE MID CENTURY MODERN three-bedroom, two-bathroom home in Sarasota, where modern upgrades and thoughtful design come together to create a move-in-ready retreat. With a 2021 water heater, 2019 AC, and updates throughout the entire home, including brand-new luxury vinyl plank flooring, a completely renovated kitchen and bathrooms, new fixtures, and fresh landscaping, this property offers stylish living inside and out. An inviting, large front porch and new front door welcome you into a light and bright interior featuring an open floor plan. The spacious living room and dining room combination flows seamlessly into the stunning brand-new kitchen, designed with both functionality and style in mind. The kitchen features stainless steel appliances, a striking waterfall peninsula, new backsplash, and modern cabinetry, creating the perfect space for cooking, entertaining, and gathering. Both bathrooms have been fully renovated with new vanities, mirrors, lighting, and beautifully tiled showers with updated hardware. The primary suite offers double closets for ample storage and a private en-suite bathroom with a modern tiled shower, a lighted mirror, and new vanity. The additional bedrooms are nicely sized and share a fully updated bathroom with a tub/shower combination. Modern ceiling fans throughout the home add comfort, while the open layout enhances the bright, airy feel of the living spaces. Outside, enjoy a large fenced backyard with plenty of room for outdoor entertaining, gardening, or relaxing in the Florida sunshine. The home also features carport parking and additional storage space with A/C, providing flexibility for hobbies, storage, or workspace. Ideally located close to parks, dining options, and zoned schools, this home is also just 20 minutes from the vibrant shopping and dining of St. Armands Circle and the beautiful sands of Lido Key Beach. Enjoy the perfect combination of modern upgrades, comfort, and convenient Sarasota living. Schedule your showing today!
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Ryan Scott (410-402-3550)
2156 ORCHID ST, SARASOTA, FL 34239
$899,000279 Days on yellowkey MLS ID: A4663262
REDUCED by $51,000 (5.4%) on 05/26/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1850 Built: 2024 Tax: $3,119 (2024)Community: South GateSpa: YesSingle Family
Taxes:$3,119
Remarks: If you’re looking for a true “wow” factor, this stunning new-construction residence delivers. This custom-designed home combines luxury finishes with thoughtful functionality. Step inside to soaring 16-foot ceilings and dramatic exposed beams in the great room, creating an impressive sense of space. The chef’s kitchen is the centerpiece, featuring a striking brown agate back-lit island, granite countertops, modern cabinetry with pullouts and utensil organizers, an eight-burner professional range with bread and baking oven, custom vent hood, and upscale appliances—perfect for entertaining. Throughout the home, you’ll find large-format tile floors, custom window treatments, and the option to purchase designer furnishings. Offering 3 spacious bedrooms and 2.5 baths, this residence blends style and comfort seamlessly. Outdoor living is just as impressive, with a brand-new modern pool and pool cage (completed August 2024), a Jacuzzi brand hot tub, and a private outdoor shower with hot and cold water. The property is professionally landscaped, freshly painted inside and out (August 2025), and boasts impact windows and doors, ensuring safety, efficiency, and some of the lowest homeowners insurance rates available. Additional highlights include a tankless gas water heater, gas and electric dryer connections, and no flood zone location. Situated on one of Sarasota’s highly coveted “Flower Streets,” this property offers rare flexibility: the City of Sarasota permits 7-night minimum rentals, and the home is not subject to Southgate deed restrictions. Just 1 mile south of Sarasota’s luxury waterfront downtown, and less than 3 miles to the world-famous Siesta Key Beach, the home is also walkable to Conner’s Steakhouse, Baker & Wife, shopping, dining, banks, and groceries—all tucked away on a quiet dead-end street.
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
6269 DONNINGTON CT, SARASOTA, FL 34238
$495,00027 Days on yellowkey MLS ID: A4692578
4 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1543 Built: 1999Monthly Fee: $71 Tax: $5,059 (2025)Community: Wellington ChaseSingle Family
Taxes:$5,059
Elementary School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. Welcome to the desirable Wellington Chase community in Palmer Ranch. This well-designed 3-bedroom, 2-bath home features a split floor plan with high ceilings and an spacious living/dining room combination that opens to the lanai and pool through sliding glass doors. Just off the foyer, you’ll find a unique small office thoughtfully tucked into a closet. The eat-in kitchen offers a large walk-in pantry and convenient access to the main living areas. The primary suite is a private retreat featuring its own slider to the lanai, a generous walk-in closet, and an en-suite bath with dual sinks, a garden tub, and a separate shower. Bedroom two includes a large closet and direct access to the main bath, which is also accessible from the hallway, while bedroom three overlooks the pool and lanai. ROOF IS 2024. Enjoy Florida living at its best with a fully caged inground pool and two outdoor entertaining areas, including a shaded space perfect for relaxing. Additional features include a laundry room with storage cabinets and a 2-car garage. With low HOA fees and a prime location near shopping, dining, The Legacy Trail, Selby Aquatics Center, YMCA at Potter Park, and a short drive to Siesta Key Beach, this home offers both comfort and convenience in one of Sarasota’s most sought-after areas. FENCING ALLOWED with HOA approval.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Brandi Furlan (941-894-9888)
7575 SEAHAWK AVE, SARASOTA, FL 34241
$669,999276 Days on yellowkey MLS ID: R4909846
REDUCED by $10,000 (1.5%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2851 Built: 2025Monthly Fee: $288 Tax: $500 (2025)Community: HawkstoneSingle Family
Taxes:$500
Remarks: One or more photo(s) has been virtually staged. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** MODEL NOW OPEN!! Welcome to the Whitney, a thoughtfully designed home offering four bedrooms, two and a half bathrooms, and 2,851 square feet of living space. Upon entry, the foyer welcomes you with a private den—ideal for a home office or study—and a staircase leading to the second level. The home then opens into an expansive open-concept layout featuring the kitchen, great room, and dining area, creating an inviting space for both everyday living and entertaining. Sliding glass doors extend the living space outdoors to a large lanai, perfect for relaxing or hosting guests. The owner’s suite is conveniently located just off the great room and serves as a private retreat, complete with dual walk-in closets, dual vanities, a water closet, and a spacious walk-in shower. Upstairs, a versatile loft provides additional living space, along with three secondary bedrooms that share a full bathroom. The Whitney offers a well-balanced layout with comfortable gathering spaces and private retreats throughout.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (407-436-6109)
Listing Agent: Elizabeth Stephens (941-334-4934)
5231 MAHOGANY RUN AVE #312, SARASOTA, FL 34241
$299,90023 Days on yellowkey MLS ID: A4693039
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1998Monthly Fee: $407 Tax: $3,270 (2025)Community: Veranda 1 At Heritage OaksCondo
Taxes:$3,270
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Fully furnished Golf Course Living in Heritage Oaks. Welcome to 5231 Mahogany Run Ave #312, located in one of Sarasota’s most desirable gated, resort-style golf communities. This fully furnished first floor residence an open floor plan, and tranquil views of the 13th hole and adjacent nature preserve. Designed for both comfort and flexibility, this well-appointed 2-bedroom, 2-bath condo also includes a spacious office/den that can easily serve as a guest space, or home office. The main living area opens seamlessly to both front and rear screened lanais, creating the perfect setting to relax and enjoy peaceful golf course and preserve views. Inside, laminate flooring runs throughout the main living spaces and bathrooms, living room’s entertaining appeal, while the updated kitchen offers ample cabinetry, a functional layout, and effortless flow into the dining and living areas. The private primary suite features generous closet space and an en-suite bath. The guest bedroom is thoughtfully positioned near an updated guest bathroom, offering visitors comfort and privacy. Additional highlights include: A/C was installed By Air Experts on Jan 20 2024 1- new paint 2- vinyl luxury floor thru the entire unit 3- new granite countertop with 3" edge in kitchen including under mount sink and new faucet 4- new vanities in both bathrooms, new tops and faucets 5- new tile in master bath shower and new frame less shower door 6- new toilets 7- new LED recessed lights 8- new fans except Master bedroom 9- new 5 1/2 baseboards 10- new cabinet in kitchen next to pantry cabinet 11- all new wall switches and wall outlets 12- all new door hinges and door knobs 13- new countertop on bar and removed sink 14- new tile on front porch 13- all handles on kitchen cabinets New roof One-car garage Ample guest parking Fully furnished and move-in ready Condo fees are exceptionally inclusive, covering unlimited golf, water, sewer, trash, cable, and internet—making this an ideal low-maintenance primary residence, seasonal retreat, or investment opportunity. Residents of Heritage Oaks enjoy access to: 18-hole championship golf course Five heated pools Tennis courts Fitness center 24-hour gated security Clubhouse dining and year-round social events
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rick Trapp (605-728-8521)
7920 MAINSAIL LN, SARASOTA, FL 34240
$2,150,00011 Days on yellowkey MLS ID: A4694620
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3216 Built: 2021Monthly Fee: $444 Tax: $18,596 (2025)Community: Lakehouse Cove/Waterside Ph 3Spa: YesSingle Family
Taxes:$18,596
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Exclusive custom-designed Talise by Arthur Rutenberg Homes, ideally situated within the highly sought-after Lakehouse Cove at Waterside community. Elegant iron front double doors welcome you into a stunning great room featuring engineered hardwood floors, soaring vaulted ceilings accented with decorative beams, and an expansive open-concept layout filled with abundant natural light. The gourmet kitchen is beautifully appointed with a gas cooktop, built-in double ovens, refrigerator, microwave, wine refrigerator, quartz countertops throughout, custom cabinetry, and a spacious walk-in pantry designed for both style and functionality. Floor-to-ceiling impact sliding glass doors create seamless indoor-outdoor living, opening to a spectacular private retreat complete with a saltwater pool and spa, upgraded ClearView screen enclosure, expansive entertaining area, and fully equipped outdoor kitchen — perfect for enjoying the Florida lifestyle year-round.This thoughtfully designed residence features 3 spacious bedrooms, 3 bathrooms, a private den, powder room, and a versatile bonus room. The luxurious primary suite offers dual walk-in closets, while the multipurpose laundry area includes additional space ideal for a small office, hobby area, or extra storage. Additional upgrades include a tankless hot water heater, integrated Sonos sound system, and refined designer finishes throughout. A 3-car side-loading garage enhances curb appeal while providing generous storage and functionality. Perfectly positioned on a beautiful private preserve homesite, this exceptional residence offers privacy, sophistication, and resort-style living just moments from Waterside Place dining, shopping, entertainment, parks, and the popular farmers market. Residents of Lakehouse Cove at Waterside enjoy premier resort-style amenities including an upscale clubhouse, lakeside pool and spa, fitness center, playground, dog park, walking trails, tennis and pickleball courts, dock house with lake access, and kayak storage. Ideally located near Sarasota’s world-class beaches, cultural attractions, and vibrant lifestyle destinations, this exceptional home offers the very best of luxury Florida living.Schedule your private showing today to experience this exclusive custom residence firsthand.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Alliano (941-735-6571)
3000 SOUTHWEST DR, SARASOTA, FL 34239
$12,750,000190 Days on yellowkey MLS ID: A4672971
REDUCED by $500,000 (3.8%) on 04/30/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 8125 Built: 2003 Tax: $109,050 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$109,050
Remarks: One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
993 GARY ST #A & B, SARASOTA, FL 34234
$460,00011 Days on yellowkey MLS ID: A4694443
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1679 Built: 1958 Tax: $5,119 (2025)Community: Harriet SubApartment
Taxes:$5,119
Remarks: Exceptional income-producing duplex located within the Sarasota city limits in desirable Flood Zone X, meaning no flood insurance is required. This solid block construction property offers multiple investment opportunities including owner-occupancy, short-term rentals, long-term rentals, student housing, or a hybrid income strategy. Located directly across from the revitalized North Water Tower Park, residents and guests can enjoy paved walking trails, a disc golf course, playground, covered picnic areas, public restrooms, and a water bottle filling station. Each private unit features 2 bedrooms and 1 bathroom with beautifully updated kitchens showcasing shaker cabinetry, quartz countertops, timeless restored terrazzo flooring, open-concept living areas, private laundry rooms, screened lanais, and covered carports with locked storage. Unlike many duplexes, the units do not share a common wall or yard space, offering enhanced privacy and reduced noise between occupants. Major capital improvements have already been completed within the past seven years, including the roof, dual HVAC systems, and water heaters. Additional investor-friendly features include separate utilities and durable block construction. The property’s central location provides quick access to Downtown Sarasota, Bradenton, Lakewood Ranch, SRQ Airport, Ringling College, New College, University of South Florida, and world-famous Gulf beaches, supporting a strong tenant and guest pipeline with future rental growth potential. According to the City of Sarasota permitting website, the occupancy use is listed as R1 Hotels/Motels/Boarding House, creating flexibility for multiple income-producing uses. Unit B has been operating as a short-term rental through Airbnb and VRBO since January 2026 and has already generated approximately $13,926 in rental revenue. Unit A is currently owner-occupied. The current owners originally purchased the property using FHA financing as their primary residence, demonstrating an excellent opportunity for buyers interested in “house hacking” by living in one unit while offsetting expenses with rental income from the other. With three major colleges nearby, the property also presents excellent potential for student housing demand. Whether you are an investor seeking cash flow, a buyer looking to offset monthly expenses through owner-occupancy, or someone searching for a flexible income-producing property in a rapidly growing Sarasota location, this duplex offers outstanding versatility and long-term upside potential.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Marius Mocan (503-858-3756)
3317 PINE VALLEY DR, SARASOTA, FL 34239
$565,656275 Days on yellowkey MLS ID: A4663718
REDUCED by $9,344 (1.6%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1964 Tax: $4,160 (2024)Community: Frst Lakes Country Club EstatesSingle Family
Taxes:$4,160
Elementary School: Wilkinson Elementary
Remarks: REMODELED SPACIOUS OPEN FLOOR PLAN IN FOREST LAKES COUNTRY CLUB CLOSE TO GOLF COURSE THIS CLASSIC FEATURES A NEW KITCHEN WITH A TON OF SHAKER CABINETS AND QUARTZ COUNTER TOPS. ALL NEW STAINLESS APPLIANCES INCLUDING A KITCHENAIDE FRENCH DRAWER REFRIGERATOR.THE REMODEL INCLUDED NEW HURRICANE RATED WINDOWS THROUGHOUT AND A NEW BARREL TILE ROOF. THE INTERIOR IS FRESHLY PAINTED AND HAS ALL NEW DOORS. THE FLOORS FEATURE A MODERN WOODLIKE LAMINATE WHICH GIVES THE INTERIOR A WARM COZY FEEL. BATHROOMS WERE UPDATED WITHOUT NEW VANITIES SHOWER TILE AND STYLISH ARMITAGE AQUA FIXTURES. THE INTERIOR HAS MANY 54" CASA SALERNO CEILING FANS. HUGE FAMILY ROOM WITH FIVE PICTURES WINDOWS OVER LOOKING A SHADY BACKYARD BRINGS A TOUCH OF NATURE INSIDE.THIS EKEGANT HOME ALSO FEATURES A NEW TANKLESS HOT WATER HEATER, NEW LANDSCAPING BEDS, MYRAID OF CLOSET SPACE AND FRESHLY PAINTED EXTERIOR. THE ONLY THING MISSING IS YOU AND YOUR FRUNITURE!!
Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)
Listing Agent: Karl Helbig (941-376-7653)
703 WHITFIELD AVE, SARASOTA, FL 34243
$749,000144 Days on yellowkey MLS ID: A4677614
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1842 Built: 1958Monthly Fee: $1 Tax: $5,033 (2024)Community: Whitfield EstatesSpa: NoSingle Family
Taxes:$5,033
Remarks: Appraised at 750k this completely remodeled home over 375k spent up to an exceptional standard with expansive views of Sara Bay Golf Club. The home sits on a .38-acre lot and has a large completely enclosed swimming pool. Outdoor entertaining is a breeze with the indoor-outdoor patio accessed through expansive sliding doors. The kitchen designed for the chef of the family has stainless steel appliances along with Cambria quartz countertops with waterfall edges. Adjacent to the chef's kitchen is a separate wine and coffee area with built in wine fridge for your evening glass. The Primary bedroom features a huge his and hers closet along with a primary bathroom that has a soaking tub and dual outlet steam shower for your relaxation. The guest bedroom also has a contemporary feel along with walk in shower. All landscaping has been professionally installed and water for the exterior is fed from underground well water. There is also a new exterior shed for your belongings. The roof was replaced in 2023 and the attic completely insulated with closed cell foam insulation in the roof. Quick and easy access to Lido Beach, St. Armands Circle and downtown Sarasota, with UTC, Longboat Key and Anna Maria Island close by as well! Only one mile to Sarasota Bay but not in flood zone (Zone X). Gas is available with new meter. This house must be seen it will not disappoint. Bedroom Closet Type: Walk-in Closet
Listing is courtesy of: MVB REAL ESTATE LLC (702-755-6657)
Listing Agent: Martin Rake (702-755-6657)
500 N JEFFERSON AVE #H1, SARASOTA, FL 34237
$149,90040 Days on yellowkey MLS ID: A4691099
REDUCED by $5,100 (3.3%) on 05/19/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 847 Built: 1974 Tax: $1,933 (2025)Community: Jefferson ClubCondo
Taxes:$1,933
Remarks: **PRICE IMPROVEMENT** CASH OFFERS ONLY....One of more photos was virtually staged. Welcome to this light-filled end-unit 2-bedroom, 1-bath villa-style condo located ONE MILE FROM DOWNTOWN SARASOTA. Offering rare privacy, abundant natural light, and valuable recent updates, this home is an excellent opportunity for a primary residence, seasonal retreat, or investment property. Recent improvements include a NEW ROOF, NEW A/C, BRAND-NEW STAINLESS APPLIANCES including a DISHWASHER, and a refreshed bathroom. The home also features tile flooring in the main living areas and bedrooms, an open and airy floor plan, vaulted ceilings. and four sliding glass doors that create an easy indoor-outdoor flow. Outdoor living is a standout feature, with a private front courtyard and one of the LARGEST BACK PATIOS in the community—perfect for morning coffee, outdoor dining, entertaining, or simply relaxing in your own peaceful retreat. As an end unit, the home offers added privacy and a comfortable layout that is hard to find in a condo setting. Conveniently located near downtown Sarasota, SRQ Airport, shopping, dining, beaches, and everyday amenities, this low-maintenance home offers both lifestyle and value in a sought-after location.
Listing Agent: Christine Weinstein (508-463-6565)
6921 COUNTRY LAKES CIR, SARASOTA, FL 34243
$604,90032 Days on yellowkey MLS ID: A4691800
0 Days Off yellowkey (back on 5/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2392 Built: 1986Monthly Fee: $43 Tax: $3,719 (2025)Community: Palm-Aire At Sarasota Unit 7 PSpa: NoSingle Family
Taxes:$3,719
Remarks: Highly sought after Country Lakes subdivision of Palm Aire Country Club. This 3-bedroom, 2 bath pool home is on one of the best lake lots in Country Lakes. When you walk through the etched glass double front doors, you are blown away by the view of your pool and the long lake views in your backyard. Updated and nicely decorated, the home is ready for you to enjoy the Florida Lifestyle. Crown molding throughout the home and plantation shutters adds style and function. Vaulted ceilings in the Great Room and Dining Room add to the Open Split Floor Plan. Wet bar with wine and beverage cooler in the Great Room is perfect for Entertaining guests and family. Gourmet Kitchen includes Breakfast Bar with high top chairs, Marble Countertops and Back Splash, Center Island with cook top and Tray ceiling with Exhaust Fan, Stainless-Steel Appliances and storage galore. Primary Bedroom En-Suite includes sliding glass doors out to the Florida Room and walk-in California Closet Design. Primary Bath has underlit Onyx stone counter, dual sinks and separate make up counter. Walk-in shower, private water closet and glass block window to add natural light. Expansive Florida Room is over 30 feet long, with full length pocketing sliding glass doors on one side to let the outside in and the inside out. Oversized 2nd & 3rd Bedrooms share the Pool Bath that also has an underlit Onyx stone counter, vessel sink and walk-in shower. 2nd Bedroom has huge built-in desk and storage cabinets. Laundry room includes Washer & Dryer, storage cabinets and utility sink. The 2 car Garage includes separate side golf cart entrance, work bench and plenty of built-in storage. Mature landscaping and concrete edging around the flower beds add to the charm of this home. Recent updates include new roof 2023 and hot water heater in 2025. Palm Aire Country Club has 2 Championship Golf Courses, Clubhouse, Fitness Center, Olympic Sized Swimming Pool, 12 Tennis and 8 Pickleball Courts. Golf, Sports and Fitness, Weekend and Social/Dining Memberships are offered but membership is not mandatory. Convenient location close to the UTC Mall, Benderson Rowing Venue, Sarasota Airport and the local Beaches.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Kirby Wood (941-961-4724)
440 MEADOW LARK DR, SARASOTA, FL 34236
$11,300,000246 Days on yellowkey MLS ID: A4666605
1 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6880 Built: 2023Monthly Fee: $110 Tax: $82,533 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$82,533
Remarks: A breathtaking fusion of architectural brilliance and design sophistication, 440 Meadow Lark Drive is arguably the finest residence ever constructed in Sarasota. Envisioned by the masterful minds of architect Clifford Scholz and Voigt Brothers Construction, this custom estate is a testament to elevated living where no detail has been spared. From the moment you approach the bespoke exterior elevations, crafted to distinguish with striking individuality you realize this is not merely a home, but a work of art. Step inside to discover nearly 7,000 square feet of flawlessly curated interiors where each room tells a story. Italian oak floors, Gucci, Phillip Jeffries, and Holly Hunt wallpapers, and SAWW’s custom cabinetry set the tone for refined elegance. Every room is inspired by the glamor of Kelly Wearstler’s Hollywood Regency style and brought to life by renowned designer Christiana Engert, while the entire home functions as a smart residence, seamlessly blending intuitive technology with timeless luxury. At the heart of the home, the kitchen is both showpiece and workspace, featuring Dolomite marble counters with protective tough-skin, double dishwashers, Wolf, Sub-Zero, and Miele appliances, and a hidden pantry with display cabinetry, wine chiller, and artwork. The adjacent morning room is perfect for casual lounging, complete with custom cabinetry and a discreet TV. The living room exudes warmth with a Nero Marquina marble gas fireplace, generous seating, and captivating water views, while the dining room stuns with a one-piece luxe side table and a dramatic custom chandelier. Entertain effortlessly in the media room with surround sound, three TVs, and a custom bar. An adjacent butler’s pantry includes an additional refrigerator, washer/dryer, dishwasher, and concealed storage. The 1400+ bottle wine cellar is a masterpiece unto itself. With custom artistic designs, backlit lighting, and a commercial capacity cooling system, the one-of-a-kind space is perfect for the most discerning collector. The primary suite is a sanctuary of indulgence with hand-painted wallpaper, sweeping waterway views, and his-and-her closets with exquisite built-ins, chandelier, a marble island, and boutique-style jewelry displays. The spa bathroom features gold-leaf inspired tile, dual vanities, and indoor and outdoor showers. Ascend the single-piece staircase to the upper level, where guest suites are equally impressive with vaulted ceilings, en-suite baths, and private access to the second-floor entertainment terrace. A loft with clerestory windows, serving bar, and hidden storage provides flexibility as a guest lounge, office, or retreat. A separate-access guest suite doubles as an office or bonus room, with its own bath and dramatic architectural lines. Outdoors, resort-level amenities await. The lanai offers seamless indoor-outdoor flow through oversized sliders, a full outdoor kitchen, fireplace, and multiple seating areas beneath tongue-and-groove ceilings. Limestone pavers surround a saltwater pool and spa designed for comfort and elegance, while a 20,000 lb boat lift and 7,000 lb deck lift for kayaks or paddleboards make this an ideal waterfront escape. Stunning privacy landscaping by Michael A. Gilkey ensures serenity across the grounds. With concrete walls on both levels, an 8-inch concrete slab second floor, full-house generator, whole-house water softener, and natural gas, this estate combines enduring structure with breathtaking beauty.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Keith Redding (941-894-4216)
4514 WEYBRIDGE #54, SARASOTA, FL 34235
$249,900117 Days on yellowkey MLS ID: A4680970
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1985 Tax: $2,769 (2025)Community: WeybridgeCondo
Taxes:$2,769
Remarks: MOTIVATED SELLER! Enjoy the added benefit of HOA fees paid in advance for the entire year. Welcome to easy Florida living in this beautifully maintained, turnkey-furnished 2BR/2BA condo in Weybridge at The Meadows. This bright and inviting home features vaulted ceilings, a comfortable open layout, and a spacious screened lanai overlooking the sparkling community pool—an ideal spot to relax and enjoy peaceful mornings or sunset evenings. The updated kitchen with Corian countertops opens into the living and dining areas, making the space comfortable and easy to use every day. The primary suite offers private lanai access and a generous walk-in closet, while tile flooring throughout, full-size washer and dryer, and assigned parking add convenience and comfort. Weybridge residents enjoy fantastic resort-style amenities, including a heated pool, fitness center, tennis and pickleball courts, clubhouse, and scenic walking trails throughout The Meadows. Perfectly located just minutes from UTC Mall, Benderson Park, I-75, downtown Sarasota, dining, golf courses, and the world-famous Gulf Coast beaches. Whether you’re looking for a full-time residence, a seasonal retreat, or a smart investment opportunity, this move-in ready condo offers the best of Sarasota living!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessica Rangel Marrero (941-242-3125)
3597 FOUNDERS CLUB DR, SARASOTA, FL 34240
$1,950,000179 Days on yellowkey MLS ID: A4673915
1 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3957 Built: 2006Monthly Fee: $467 Tax: $17,901 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$17,901
Remarks: A True Gem in The Founders Club Elegance, Comfort, and An Outstanding Location Welcome to 3597 Founders Club Drive, an exquisite residence nestled within Sarasota’s premier gated golf community, The Founders Club. Built in 2006, this residence combines quality construction with modern amenities and is walking distance to the club house. The property sits on a 0.47 acre lot, offering both space and intimacy within a prestigious community known for its Robert Trent Jones jr. golf course, clubhouse, and social activities. Spanning 3,957 square feet of living space, this home features four spacious bedrooms, three full baths, and one half bath, thoughtfully designed with a split floor plan to maximize privacy and comfort. The grand foyer opens into formal living and dining areas, while the family room has pocket sliders which open onto the lanai. High ceilings, crown molding, and expansive windows create a light filled ambiance throughout the house. The gourmet kitchen is a chef’s delight, boasting a large center island, breakfast bar, walk in pantry, and custom cabinetry. Stainless steel appliances and ample counter space make entertaining effortless. Adjacent to the kitchen, the family room offers casual elegance with views of the pool and lanai. A separate breakfast nook provides the perfect spot for morning coffee in the sheltered lanai overlooking the 18th fairway. The primary suite is a private retreat, complete with dual vanities, a walk in shower and separate tub. Generous his and her closet space and direct access to the lanai enhance the sense of luxury. Additional bedrooms are well appointed, ideal for family or guests, while a bonus room and dedicated office/den provide flexibility for work or leisure. Outdoor living is at the heart of this home. The expansive screened lanai showcases a sparkling pool and spa, surrounded by ample deck space for lounging or dining al fresco. Mature landscaping ensures privacy, while the backdrop of The Founders Club’s natural beauty creates a tranquil oasis. With his and her two car garages, there is abundant space for vehicles, golf carts, and storage. Living at The Founders Club means enjoying an exclusive lifestyle. Residents benefit from a limited membership golf club, (for which a membership is available for transfer), little traffic, and a vibrant social calendar. Located east of I 75, the community provides convenient access to downtown Sarasota, world class beaches, cultural venues, and fine dining. This home is more than a residence—it is a statement of elegance and comfort. Whether hosting gatherings, enjoying quiet evenings by the pool, or taking advantage of the community’s amenities, 3597 Founders Club Drive offers the perfect blend of sophistication and Florida living. Don’t miss the opportunity to make this exceptional property your own. Schedule a private tour today and experience the unmatched charm of The Founders Club.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Richard Hearn (941-313-1591)
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