Location: Sarasota
Do Not Show Listings
7245 MEADOWSHADE CT, SARASOTA, FL 34241
$849,990124 Days on yellowkey MLS ID: TB8478629
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3035 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: Live in luxury with The Colston floor plan, by David Weekley homes, located in the brand-new, suburban lifestyle, gated community of Lakeview Crossing in Sarasota. This single-story home gives you over 3,000 sq ft of comfort, sitting 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 love the thoughtfully designed open concept with vaulted ceilings in the main living areas, flooded with natural light and a designer kitchen perfect for celebrating all of life’s milestones. The French County interior design selections give this home a warm and comforting feel you won’t want to leave. The owner’s retreat is split from the guest bedrooms, so you will have your own private oasis to wind down and feel royal in. In addition to the 4 bedrooms, there is a dedicated den with French doors where you can work in peace as well as a TV/bonus room the family can sneak away in. The 4-car tandem garage gives you plenty of storage and space to park all your vehicles, and the extra spacious indoor utility room will make you want to do your laundry more. 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. Sitting on an oversized lot, you have plenty of room to add a pool and create the backyard oasis of your dreams. 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). Experience the Best in Design, Choice and Service with this new David Weekley home in Sarasota, FL. **This property offers a limited-time interest rate incentive.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
5005 BEE RIDGE RD, SARASOTA, FL 34233
$369,00014 Days on yellowkey MLS ID: TB8517363
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1151 Built: 1960 Tax: $3,418 (2025)Community: Ridgewood Estates 01St AddSingle Family
Taxes:$3,418
Elementary School: Brentwood Elementary
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: This delightful 3-bedroom, 2-bathroom single-story home offers the perfect slice of the Florida lifestyle, boasting an established vacation rental income history for savvy buyers. Centrally located for ultimate convenience, you are a quick drive from both vibrant Downtown Sarasota and the world-famous Siesta Key Beach. You will absolutely love the expansive backyard and the peaceful view across the street. Plus, you enjoy unbeatable walkability right across the street from the 55-acre Urfer Family Park, giving you instant access to nature trails, playgrounds, and fitness paths. From the street, mature landscaping creates immediate curb appeal. Step inside to a bright, open-concept floor plan, controlled by a modern Google Smart Home thermostat. The chef-ready kitchen comes fully equipped with gorgeous granite countertops, a large island, and updated appliances, including a new microwave and dishwasher (both installed in 2023). Down the hall, the layout features a spacious primary suite with a dedicated workstation, a flexible second bedroom, and a comfortable third bedroom—along with a newly added washer/dryer combo (2023) for ultimate convenience. Step outside into your private backyard to find a brand-new 500+ square foot concrete patio, providing the perfect blank canvas for alfresco dining, entertaining, and soaking up the Florida sunshine. This gem comes complete with hurricane impact windows and an impact garage door! Whether you are looking for a profitable investment or your own private haven, this exceptional property is a must-see!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
6338 BEECHWOOD AVE, SARASOTA, FL 34231
$500,000104 Days on yellowkey MLS ID: A4685783
REDUCED by $25,000 (4.8%) on 06/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1506 Built: 1954 Tax: $1,942 (2025)Community: Emerald HarborSingle Family
Taxes:$1,942
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Located less than a mile from the world-famous Siesta Key Beach, this charming 3-bedroom, 2-bathroom home offers the perfect blend of coastal living and everyday convenience. Situated on a spacious lot, the property features a large backyard—ideal for outdoor entertaining, gardening, or simply enjoying Florida’s beautiful weather. A separate shed in the backyard provides additional storage or workspace. Hurricane windows throughout the house as well as an updated AC. Enjoy being just minutes from shopping, restaurants, and entertainment, while still tucked away in a quiet residential setting. Take a relaxing walk or short bike ride to the beach and experience the stunning white quartz sand and breathtaking sunsets that make Siesta Key so special. Whether you’re looking for a primary residence, vacation getaway, or investment opportunity, this home offers endless potential in one of Sarasota’s most desirable locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
5103 WINDWARD AVE, SARASOTA, FL 34242
$3,539,000172 Days on yellowkey MLS ID: A4676707
REDUCED by $10,000 (0.3%) on 06/10/2026
Bed: 3 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3034 Built: 2026 Tax: $4,091 (2024)Community: Sara SandsSpa: YesSingle Family
Taxes:$4,091
Tax Year: 2024
Remarks: Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1404 KENILWORTH ST, SARASOTA, FL 34231
$5,200,000160 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
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!
1204 HILLVIEW DR, SARASOTA, FL 34239
$18,900,000147 Days on yellowkey MLS ID: A4677344
1 Days Off yellowkey (back on 6/23/2026)
Bed: 6 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 7687 Built: 2008 Tax: $85,253 (2025)Community: Harbor AcresSpa: NoSingle Family
Taxes:$85,253
Elementary School: Southside Elementary
Remarks: Set within the prestigious Harbor Acres neighborhood—one of Sarasota’s most sought-after waterfront enclaves, this stunningly renovated gated estate occupies an exceptional lot on the Hillview Point with 171 feet of Sarasota Bay frontage and sweeping, unobstructed panoramic views. This magnificent two-story residence, designed by renowned architect Cliff Scholz, offers six bedrooms, seven full baths, and two half baths, complemented by an oversized three-car garage—providing a seamless blend of architectural grandeur and everyday livability. A dramatic two-story foyer welcomes you inside, where expansive west-facing walls of glass capture breathtaking water vistas and bathe the home in natural light. The main level is thoughtfully designed for both refined entertaining and comfortable living, featuring a waterfront living room, an inviting family room, and an elegant dining room. At the heart of the home, the gourmet kitchen showcases authentic zebrawood cabinetry celebrated for its exotic grain patterns and rich natural character, paired with Quartz countertops, a generous center island, premium appliances, and a breakfast area with a dedicated coffee bar—perfectly suited for intimate mornings or hosting on a grand scale. Additional highlights include a private library, executive office, a full-service bar, and secondary laundry room. The owner’s suite is a serene waterfront sanctuary, offering tranquil Sarasota Bay views, dual spa-inspired bathrooms, three walk-in closets, and a private laundry—creating a truly elevated retreat experience. Ascend the sweeping staircase or take the private elevator to the second level, where five beautifully appointed guest suites provide exceptional comfort and privacy. Two of these suites, along with the upstairs library, enjoy coveted waterfront positioning and direct access to a spectacular 35-foot terrace overlooking Sarasota Bay—an ideal setting for morning coffee, sunset cocktails, or quiet moments of reflection. An additional laundry room on this level adds to the home’s thoughtful functionality. Outdoor living is equally impressive. Host unforgettable gatherings on the expansive 76-foot elevated terrace with summer kitchen or unwind poolside at the resort-style terrace featuring a 55-foot heated pool and generous lounging areas. For boating enthusiasts, private dockage delivers effortless access to Sarasota Bay and the open waters beyond. This extraordinary waterfront estate embodies the very essence of Sarasota luxury—where timeless design, exceptional craftsmanship, and unparalleled coastal views come together in a truly rare offering.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
2121 33RD ST, SARASOTA, FL 34234
$189,90047 Days on yellowkey MLS ID: O6406141
REDUCED by $10,000 (5.0%) on 06/23/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $1,308 (2025)Community: Newtown FarmsSingle Family
Taxes:$1,308
Elementary School: None
High School: None
Middle School: None
Remarks: Well maintained Sarasota 3BR/1BA block home featuring a brand new permitted well and pump, approximately 11-year-old roof, fresh interior and exterior paint, updated fixtures, reglazed tub and shower tile, attached laundry room, and large screened lanai. The home features a functional layout, spacious backyard, good windows, plumbing, electrical, and HVAC, along with very low annual property taxes that help keep ownership costs down. Property is on well and septic. Tenant currently in place through February 2027 paying approximately $1,700/month, providing flexibility for future plans or continued rental income. Please do not disturb tenant.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
9217 TORRENT TRAIL, SARASOTA, FL 34241
$1,299,00015 Days on yellowkey MLS ID: A4695579
REDUCED by $51,000 (3.8%) on 06/23/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3835 Built: 2025Monthly Fee: $251 Tax: $5,658 (2025)Community: Skye Ranch Neighborhood ThreeSpa: YesSingle Family
Taxes:$5,658
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Experience elevated Florida living in this stunning, extensively upgraded Sand Key model located in sought-after Cassia at Skye Ranch. Built in 2024 and offering 3,835 square feet of thoughtfully designed living space, this exceptional residence features 5 bedrooms, 4.5 bathrooms, a spacious bonus room, and a highly desirable preserve-view homesite. Designed for both luxury and functionality, the home showcases impact windows and doors throughout, soaring tray ceilings with crown molding, 8-foot interior doors, pocket sliding glass doors, custom closets, motorized blinds, and designer lighting and fans. The gourmet kitchen is a chef's dream, featuring GE Monogram appliances, a large walk-in pantry, under-counter beverage cooler, and abundant storage. The first-floor primary suite offers a private retreat with a deluxe bath featuring a garden tub, oversized shower, and custom walk-in closet. Three bedrooms enjoy private ensuite baths, providing comfort and privacy for family and guests alike. Step outside to your own private resort. The expansive screened lanai overlooks a peaceful preserve and features a custom heated pool and raised spa, outdoor kitchen with grill, hood, refrigerator, and granite finishes, automated retractable awnings, enhanced landscaping, and privacy plantings. Whether entertaining guests or enjoying a quiet evening, this outdoor living space is truly exceptional. Additional upgrades include a 3-car garage with epoxy flooring, keyless entry, motorized overhead storage platform, stacked stone exterior accents, decorative glass front entry, landscape lighting, tankless water heater, and dual-zone air conditioning. Located within the award-winning Skye Ranch community, residents enjoy resort-style amenities, scenic trails, parks, recreational facilities, and convenient access to top-rated schools, shopping, dining, and Sarasota's world-famous beaches. This is an opportunity to own a nearly new, extensively customized luxury home without the wait of new construction.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Josh Fraser (941-730-4165)
8753 MERION AVE, SARASOTA, FL 34238
$895,00025 Days on yellowkey MLS ID: A4695410
REDUCED by $33,000 (3.6%) on 06/23/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2405 Built: 1997Monthly Fee: $13 Tax: $7,828 (2025)Community: Stoneybrook Golf & Country ClubSpa: NoSingle Family
Taxes:$7,828
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: WONDERFUL OPPORTUNITY to own one of the most beautiful and largest homesite in the Estates of Stoneybrook Golf and Country Club. NOTICE HOA LIGHT $150 annually. This true split plan home has 4 bedrooms and 3 full baths including a pool bath convenient for the forth bedroom a nice suite away the main bedroom areas. You will love the vaulted ceilings in the family room kitchen combo lots of windows to catch the evening sunsets. Well maintained this home boasts a NEW ROOF 8/2022 and new A/C 10/2022 Fres Exterior PAINT 6/2026. You do NOT want to miss this home with this large Lucious green homesite 19k sq ft plus and serene lake views no golf balls in this yard. Stoneybrook Golf & Country Club offers a member-owned lifestyle just minutes from Siesta Key, shopping, and the Legacy Trail, with a redesigned 18-hole golf course (2024), clubhouse dining, Har-Tru tennis courts, fitness center, and resort-style pool and spa, ideally situated between Downtown Sarasota and Downtown Venice. A new shopping center is set to open later 2026 including a new WHOLE FOODS and TRADER JOES. A 26 acre new park filled with shopping and dining in the COSTCO location.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
2949 BOUGAINVILLEA ST, SARASOTA, FL 34239
$444,95090 Days on yellowkey MLS ID: A4687629
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 1958 Tax: $4,700 (2025)Community: South GateSingle Family
Taxes:$4,700
Remarks: Back on the market fresh, improved, and truly move-in ready, this fully renovated 3-bedroom, 2-bath home now features even more valuable upgrades for added peace of mind. Recent major improvements include a brand-new electrical panel, professionally repaired HVAC ductwork, a brand-new tankless water heating system for the interior of the home, a serviced garage door with a newly installed reverse safety system and garage door opener, plus a sewer system inspection and professional cleaning completed by a licensed plumber with a transferable 10-year warranty provided. Combined with a newer roof and updated HVAC system, this home offers the perfect blend of style, comfort, and confidence in the heart of Central Sarasota. Ideally located just minutes from Downtown Sarasota, Siesta Key Beach, shopping, dining, and all that Sarasota has to offer, the location makes it easy to enjoy the very best of the area. Inside, a bright and open layout immediately stands out, featuring expansive living spaces, wide plank flooring, and an abundance of natural light pouring through oversized windows. The seamless flow between the living, dining, and kitchen areas creates an inviting atmosphere that feels both airy and connected. The fully redesigned kitchen showcases sleek cabinetry, stainless steel appliances, modern lighting, and a large peninsula with bar seating, perfect for entertaining or casual everyday living. Both bathrooms have been tastefully renovated with contemporary finishes, stylish tile work, and glass enclosures, continuing the home’s clean and cohesive modern aesthetic. Extensive updates throughout include new flooring, fresh interior and exterior paint, updated landscaping, modern lighting, and updated doors. All three bedrooms offer comfortable space and natural light, while the overall design feels fresh, bright, and completely turnkey. Step outside to the backyard with a spacious patio ideal for relaxing, entertaining, or creating your own outdoor retreat. With plenty of room for pets, play, or future possibilities, and no HOA restrictions, this property delivers flexibility along with style. Freshly reintroduced to the market and loaded with upgrades, this is an exceptional opportunity to own a beautifully renovated Sarasota home that is ready to enjoy from day one. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
1150 WILLIS AVE, SARASOTA, FL 34232
$799,000271 Days on yellowkey MLS ID: A4666350
0 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3045 Built: 1957 Tax: $4,178 (2024)Community: Peaceful Vista HomesSingle Family
Taxes:$4,178
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! LIVE, WORK & HOMESTEAD—JUST MINUTES FROM DOWNTOWN SARASOTA! Bring your animals, your toys, and your vision—this rare 1.5-acre property offers the space and flexibility you’ve been searching for. Whether you’re dreaming of a private homestead, family compound, or income-producing property, this one delivers. The main home features 3 bedrooms, 3 bathrooms, and a 2.5-car garage, while the detached 1-bedroom, 1-bath cottage with full kitchen opens the door to endless possibilities—perfect for multi-generational living, guests, rental income, or a private home office. Inside, the heart of the home is a chef-inspired kitchen with three ovens, two sinks, and generous prep space—ideal for entertaining or large family gatherings. Natural light pours in through floor-to-ceiling front windows, creating a warm and inviting atmosphere. The cozy living room with brick fireplace and built-ins adds charm, while French doors lead from the separate TV room to an expansive screened lanai—perfect for morning coffee and peaceful garden views. Step outside and experience true Florida living—room for animals, gardens, equipment, and more, all with the privacy of two separate entrances. This property is ideal for those looking to create a self-sustaining lifestyle without sacrificing convenience. Additional highlights include: Metal roof for durability Two A/C units (one brand new) Located in a non-flood zone Just minutes to shopping, dining, and I-75 Approximately 20 minutes to Gulf Coast beaches Located near Nathan Benderson Park, you’ll enjoy easy access to world-class recreation while still having your own private retreat. BONUS: The adjacent 1-acre parcel is also available—expand your footprint, increase privacy, or explore future opportunities. This is more than a home—it’s a lifestyle.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Becky Denny (941-914-1327)
4211 64TH AVE E, SARASOTA, FL 34243
$465,0001 Day on yellowkey MLS ID: A4697827
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1710 Built: 2006Monthly Fee: $577 Tax: $5,325 (2025)Community: Cascades At Sarasota Ph IiiaSingle Family
Taxes:$5,325
Remarks: Two bedrooms, a den, and water views in one of Sarasota's most active 55+ communities — and no CDD fees. This home in Cascades at Sarasota has been well cared for and is completely carpet-free, with tile and luxury vinyl plank throughout. The layout works: an eat-in kitchen with updated finishes, a separate dining area, two comfortable bedrooms, and a den that works well as a home office or hobby room. The extended screened lanai has water views, sunsets, and enough room to actually entertain — not just two chairs and a side table. Cascades is a gated, maintenance-free community with lawn care included and no CDD fees. The 25,000-square-foot clubhouse was recently renovated and includes a heated indoor-outdoor pool, fitness center, banquet hall, six Har-Tru tennis courts with a full-time pro, pickleball, bocce, and an arts and crafts room with two pottery kilns. There's a full activity calendar if you want it, or you can keep to yourself — the community supports both. Location-wise, you're about 15 minutes from downtown Sarasota, the Ringling Museum, and Selby Gardens. Siesta Key, Lido Key, and Longboat Key are all within easy reach. UTC Mall and St. Armands Circle are close for shopping and dining, and Sarasota International Airport is convenient for traveling.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dawn Merrill (941-915-7126)
5779 AARON CT, SARASOTA, FL 34232
$474,90091 Days on yellowkey MLS ID: A4687398
REDUCED by $15,000 (3.1%) on 05/27/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2324 Built: 2010Monthly Fee: $108 Tax: $694 (2025)Community: Oak VistasSingle Family
Taxes:$694
Remarks: ***PRICE REDUCTION - MOTIVATED SELLERS*** ***SELLER OFFERING 5K TOWARDS BUYERS CLOSING COSTS*** This stunning 4 bedroom 2.5 bathroom home (built in 2010) is located in the quaint, quiet community known as Oak Vistas and includes tree lined streets with paver driveways and tile roofs. There is nothing "cookie cutter" about this neighborhood and it is truly a hidden gem! Upon entering this home your grand two-story foyer will lead to your spacious family room. The first floor is an entertainers dream and provides ample space for the family to gather together. The first floor is an open concept with large family room, gourmet kitchen with GAS STOVE, eating space, formal dining space and an additional space that can be used as a home office, gym, play room, or whatever suits your needs! Upstairs you will find the primary bedroom and 3 additional guest bedrooms. One of the guest bedrooms is tucked in the corner providing additional privacy. This home provides peace of mind with a BRAND NEW A/C UNIT! The owners also had the roof professionally inspected and it has ample life left! Although you will feel tucked away in your own piece of paradise, this home provides extremely easy access to I-75 and to major roads such as Bee Ridge and Fruitville that will take you to the pristine beaches and gorgeous waterways this area has to offer! To top it off this home has a very LOW HOA and NO CDD FEE! This is a home you surely don't want to miss!
Listing is courtesy of: CENTURY 21 INTEGRA (941-792-2111)
Listing Agent: Kayla Cerquozzi (941-914-2451)
4723 THOMAS HOBY PL, SARASOTA, FL 34241
$775,0001 Day on yellowkey MLS ID: A4697599
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2620 Built: 1978Monthly Fee: $31 Tax: $7,543 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$7,543
Remarks: Welcome to an extraordinary golf course estate in the gated community of Bent Tree Village, where luxury, privacy, and design come together on an oversized cul-de-sac lot overlooking the 4th green. Completely reimagined through a renovation, this stunning residence offers the perfect blend of indoor living and resort-style outdoor amenities, creating a Sarasota lifestyle. Positioned on a rare pie-shaped homesite with no rear neighbors, the property enjoys breathtaking golf course views and an unparalleled sense of privacy. What sets this home apart is its two distinct outdoor living environments, offering the flexibility to entertain, relax, and enjoy Florida living year-round. One backyard retreat features a heated pool with a newer PebbleTec finish, expansive paver deck, covered lanai, cabana bath, green space, and panoramic fairway views. Multiple access points from the home create seamless indoor-outdoor flow, making it ideal for entertaining family and friends. The second outdoor sanctuary provides a more intimate setting with a screened lanai, electric fireplace, tongue-and-groove wood ceiling, ambient LED lighting, and golf course vistas, offering the feeling of having two private backyards in one exceptional property. Inside, the open-concept floor plan showcases designer finishes and meticulous craftsmanship throughout. The show-stopping kitchen serves as the heart of the home, featuring a large center island, custom soft-close cabinetry, Calacatta-inspired quartz countertops, porcelain backsplash, premium stainless steel appliances, and a custom recessed illuminated vent hood. The kitchen opens seamlessly to a spacious family room highlighted by soaring ceilings, a striking shiplap feature wall, built-in wet bar, designer lighting, and a modern fireplace that creates a warm yet elegant atmosphere. The thoughtfully designed split-bedroom layout offers privacy and flexibility, including two luxurious primary suites and two additional bedrooms, making it ideal for multigenerational living, guests, or growing families. Every bedroom features a walk-in closet, with custom built-ins and cedar-lined storage in several rooms. The primary owner's retreat delivers a spa-inspired experience with a marble walk-in shower, dual vanities, private water closet, and oversized cedar-lined walk-in closets. Virtually every major component of the home has been updated, providing true peace of mind for years to come. Recent improvements include a completely remodeled kitchen and all three bathrooms, luxury vinyl plank flooring throughout, new interior doors, dual HVAC systems and ductwork, PEX plumbing, updated electrical panels, enhanced insulation, two water heaters including a tankless system, impact-rated garage door, gutters, remodeled laundry room, impact-resistant windows and sliding doors, and extensive LED lighting throughout. The roof was replaced in 2016. Bent Tree Village offers a secure gated setting surrounded by mature landscaping, natural preserves, and abundant wildlife, all within one of Sarasota's most desirable school districts. Residents enjoy convenient access to UTC shopping and dining, Nathan Benderson Park, Lakewood Ranch, downtown Sarasota, SRQ International Airport, and the world-renowned beaches of Siesta Key. This is more than a home—it is a private golf course retreat, an entertainer's dream, and a rare opportunity to own a renovated luxury property in one of Sarasota's most established and desirable communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tiffany Hamilton, Pa (941-268-3920)
4842 NUTMEG AVE, SARASOTA, FL 34231
$525,0001 Day on yellowkey MLS ID: A4697828
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1611 Built: 1984 Tax: $2,756 (2025)Community: Madison ParkSingle Family
Taxes:$2,756
Elementary School: Wilkinson Elementary
Remarks: Oasis in the Heart of Sarasota Central Prime Location | 3 Bed + Den | 2 Bath | 13,800 Sq Ft Lot | Privacy | Nature in Your Front Yard If you’ve been looking for a home that feels like a private retreat yet keeps you close to everything Sarasota has to offer, this is the one. Discover a rare blend of privacy, natural beauty, and effortless Sarasota living in this move-in-ready home. Perfectly positioned on a quiet dead-end street, this secluded retreat offers a serene escape with seamless access to the very best of Florida’s Gulf Coast. Inside, hardwood floors lead to a living room with vaulted ceiling, an upgraded kitchen featuring granite countertops, quality custom made cabinetry, stainless steel appliances, and recessed lighting. The spacious primary suite opens to a private patio, creating a peaceful setting for morning coffee or evening relaxation. A new roof installed in December 2025 provides added peace of mind. Set on a generous 13,800 sq ft double lot, the property offers exceptional potential for a future pool, lush garden retreat, or outdoor entertaining space. Steps from Red Bug Slough Preserve, this home delivers a true Old Florida lifestyle with nature right at your doorstep. Red Bug Slough Preserve spans 72 acres and features more than 3 miles of paved and shaded trails through hammocks and pine flatwoods, a tranquil lake, birdwatching along the Florida Birding Trail, a butterfly garden, playground, fishing pier, and picnic shelters. Enjoy a central Sarasota's prime location with peaceful surroundings and convenient access to: Siesta Key Beach: 5 miles. Sarasota Memorial Hospital: 4.5 miles. Downtown Sarasota and the Bayfront: 6.5 miles. Whether you spend your days walking the trails, biking, birdwatching, fishing, or heading to the beach, this move-in-ready sanctuary offers an exceptional Sarasota lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Veronica Lee (609-651-0305)
5285 TWINFLOWER LN, SARASOTA, FL 34233
$614,9001 Day on yellowkey MLS ID: A4697830
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2231 Built: 2019Monthly Fee: $212 Tax: $5,997 (2025)Community: Reserve/HonoreSingle Family
Taxes:$5,997
Elementary School: Ashton Elementary
Remarks: Virtually Staged. Welcome to 5285 Twinflower Lane, a beautifully maintained and thoughtfully upgraded home in the highly desirable Reserve at Honore community. Built in 2019, this 3-bedroom, 2-bath residence offers 2,231 square feet of modern living space designed for both everyday comfort and effortless entertaining. From the moment you enter, you'll appreciate the bright, open-concept floor plan, soaring 10 to 11-foot ceilings, and luxury vinyl flooring that flows throughout the main living areas. The spacious kitchen serves as the heart of the home, featuring elegant quartz countertops, abundant cabinetry, and ample workspace for meal preparation, gatherings, and entertaining guests. The generous living and dining areas are filled with natural light and seamlessly connect to the outdoor living space, creating an inviting indoor-outdoor lifestyle that Florida homeowners love. The primary suite provides a private retreat with ample space to relax, while two additional bedrooms offer flexibility for family, guests, a home office, or hobby room. What truly sets this home apart is its impressive list of upgrades focused on efficiency, comfort, and peace of mind. Solar panels help reduce energy costs, while a whole-home generator provides dependable backup power during storms and unexpected outages. Additional enhancements include a blue-light HVAC purification system designed to improve indoor air quality, a 6-foot PVC privacy fence surrounding the backyard, and an extended lanai that creates the perfect setting for outdoor dining, entertaining, or simply enjoying the Florida sunshine. The exterior offers attractive curb appeal, a spacious 2-car garage, and a private backyard with peaceful patio views. Major systems reflect the home's newer construction, including a 7-year-old roof and 7-year-old air conditioning system, allowing buyers to enjoy the benefits of modern building standards and reduced maintenance concerns. Located in Reserve at Honore, this home places you close to shopping, dining, parks, top-rated schools, medical facilities, and the many attractions that make Sarasota one of Florida's most sought-after places to live. Whether you're searching for a primary residence, seasonal retreat, or move-in-ready home with valuable upgrades already in place, 5285 Twinflower Lane delivers the ideal combination of style, functionality, energy efficiency, and location. Don't miss this opportunity to own a newer Sarasota home featuring solar power, whole-home generator protection, an extended lanai, privacy fencing, and modern finishes throughout. Schedule your private showing today and experience everything this exceptional property has to offer.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
1519 HARBOR DR, SARASOTA, FL 34239
$4,595,0001 Day on yellowkey MLS ID: A4695101
0 Days Off yellowkey (back on 6/22/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3970 Built: 2026 Tax: $4,181 (2025)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$4,181
Remarks: Under Construction. A dynamic 3,970 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with Clear View screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped 1/3-acre lot, and irrigation system. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
831 HIGHLAND ST, SARASOTA, FL 34234
$589,0001 Day on yellowkey MLS ID: A4696695
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1519 Built: 1986 Tax: $4,977 (2025)Community: Highland PinesSingle Family
Taxes:$4,977
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to Indian Beach Sapphire Shores, one of Sarasota's most distinctive and sought-after neighborhoods. Known for its eclectic architecture, artistic character, mature canopy roads, and picturesque bayfront parks, this is a community where neighbors stroll to sunsets, and every street tells a story. Just minutes from downtown Sarasota and The Ringling, and surrounded by bayfront parks and historic streetscapes, this move-in-ready 3-bedroom, 2-bathroom home offers a lifestyle that is uniquely Sarasota. Inside, a bright and functional floor plan features tile and hardwood flooring throughout, abundant natural light, and a well-appointed kitchen with stainless steel appliances and generous white cabinetry, creating an inviting space for everyday living. Step outside to enjoy a screened lanai overlooking the fenced backyard, offering plenty of space for entertaining, gardening, creating a play area, or adding a pool. Meticulously maintained and ready for its next owner, this home presents a rare opportunity to enjoy the lifestyle that has made Indian Beach Sapphire Shores one of Sarasota's most beloved neighborhoods, with easy everyday enjoyment supported by its features. Discover why so many residents fall in love with Indian Beach Sapphire Shores, and imagine yourself enjoying all it has to offer.
Listing Agent: Steven Windsor (941-592-5569)
2629 WATERFRONT CIR, SARASOTA, FL 34240
$1,199,0001 Day on yellowkey MLS ID: A4696784
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2828 Built: 2026Monthly Fee: $352 Tax: $3,070 (2025)Community: Monterey/Lakewood RanchSpa: NoSingle Family
Taxes:$3,070
Remarks: **Rare Never-Occupied Lakefront Selby in Monterey at Lakewood Ranch** Experience a rare ready-now opportunity in Monterey at Lakewood Ranch with this never-occupied Toll Brothers Selby. This 4-bedroom, 3.5-bath Transitional-style residence offers the appeal of new construction without the current build wait. Set on a premium lakefront homesite with no neighbor directly behind, the home offers a peaceful waterfront backdrop and a greater sense of privacy than many traditional homesites. For buyers seeking immediate ownership in Monterey, this property presents a compelling opportunity in a community where no quick move-in homes are currently available. The Selby floor plan was designed for beauty, function, and sophistication, with the refined flow luxury buyers expect. A grand foyer creates a memorable first impression and leads into an open great room designed for gathering, natural light, and everyday comfort. The kitchen overlooks the casual dining area and great room, creating a central living space that feels equally suited for entertaining, hosting guests, or enjoying quiet evenings at home. A large center island, generous cabinet and counter space, and walk-in pantry further enhance the kitchen’s livability. The primary suite offers a private retreat with dual walk-in closets and a relaxing bath featuring dual sinks, a luxe shower, linen storage, and a private water closet. Two secondary bedrooms include roomy closets and share a hall bath, while an additional secondary bedroom features a walk-in closet and private bath, creating excellent flexibility for guests, family, or work-from-home needs. The covered lanai extends the home’s living space outdoors and is accessed from the great room through multi-slide doors, allowing the lakefront setting to become part of daily living. Premium selections include an alternate kitchen layout, epoxy-coated garage floor, whole-house gutters, spray foam insulation, masonry core foam insulation package, pool prep package, and outdoor kitchen prep package. Monterey at Lakewood Ranch is a private gated Toll Brothers community designed around luxury homes, natural Florida ponds and lakes, and an elevated amenity lifestyle. Future community amenities are planned to include a resort-style pool, tennis courts, pickleball courts, fitness center, walking trails, dog park, open green space, and more. Located within the highly regarded Lakewood Ranch area, Monterey offers access to the broader lifestyle the region is known for, including nearby dining, shopping, recreation, events, golf, polo, and Gulf Coast beaches. For the buyer who wants a never-occupied Toll Brothers home, lakefront setting, no rear neighbor, documented upgrades, and the ability to move without waiting for a future build, this Selby residence is an exceptional opportunity in Monterey at Lakewood Ranch.
Listing is courtesy of: QUARTZ COAST REALTY INC (941-504-3874)
Listing Agent: Joy Eakins (417-612-1491)
2171 ORCHID ST, SARASOTA, FL 34239
$370,000232 Days on yellowkey MLS ID: A4670904
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1471 Built: 1952 Tax: $4,111 (2024)Community: Washington Heights/ SouthgateSingle Family
Taxes:$4,111
Remarks: FIXER UPPER WITH LOCATION, LOCATION, LOCATION, SOUTHGATE Location - 1 block North of Siesta Drive on East side of Trail. This rare dead end street has a walking trail and is very private. Area is undergoing redevelopment with many homes in area being totally renovated or torn down and new homes being built. Walk to shopping center, restaurants & Brookside school and so much more. Sought after Southside Elementary is 5 minutes away. You can be at world famous Siesta Key beach in about 10 minutes. The home has 3 bedrooms, 2 baths, a nice back yard with stately trees. Bring your creativity, vision and love of the area or bring your building plans and have the home of your dreams in the neighborhood you love. This is either a redo or rebuild.
Listing Agent: Kris Niehaus (941-376-4950)
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