Location: Sarasota
Do Not Show Listings
12012 LEGACY ESTATES BLVD, SARASOTA, FL 34238
$1,899,00062 Days on yellowkey MLS ID: A4683780
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3639 Built: 2017Monthly Fee: $558 Tax: $8,149 (2025)Community: Legacy Estates At Esplanade On Palmer RanchSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,149
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Laurel Nokomis Middle
Remarks: Rarely available Mercedes model pool home with a large bonus room in the much sought after community of Legacy Estates at Esplanade on Palmer Ranch. Boasting an amazing water view, this 3,639 sq.ft 3 bedroom, 3.5 bath, 2 car garage home offers a flexible floorplan with dining room, den, and a large bonus room that can be used as a media/ game room, second office or as an additional space for guests. Extensive home upgrades include heated pool, pocketing sliding doors from both the great room and bonus room and much more. The floorplan of this home is made for entertaining with the natural gas chef's kitchen opening to the aquarium windowed breakfast area. Pocketing glass sliding doors exit to the pool. The covered lanai has natural gas outdoor kitchen.This home includes energy saving solar panels, helping keep the electric bill under $100 per month. Esplanade on Palmer Ranch is the most highly sought-after gated community in South Sarasota. Known to cater to the active lifestyle, residents here enjoy an array of fabulous amenities, including a resort-style pool with cabanas and palm trees, eight pickle ball courts, two tennis courts, bocce ball, a children’s splash pad, three dog parks, walking trails, a lively Bahama Bar with a full-service restaurant and live music, plus a modern club house with a fully-equipped fitness center, games room, catering kitchen and wellness services. There’s also a full-time lifestyle manager who puts together a packed schedule of fun events and live entertainment. This community also puts you on the doorstep of the Legacy Trail and within a short drive from Siesta Key, America’s number one beach as well as minutes from top-ranked Pine View School. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
4093 CASCINA WAY, SARASOTA, FL 34238
$625,000254 Days on yellowkey MLS ID: A4655816
0 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2132 Built: 2016Monthly Fee: $521 Tax: $5,484 (2024)Community: Cobblestone On Palmer RanchSingle Family
Taxes:$5,484
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. So you weren't the most popular kid in summer camp.... Everyone is a star in the warm and welcoming community of Cobblestone on Palmer Ranch! Enjoy maintenance-free luxury living with resort style amenities that include an activities committee, social events, inviting clubhouse and even a pet park. Swim (or float) in the heated pool with lap lanes, shaded lounge chairs, covered cabanas and spa. For those inclined to pump up your heart rate, there are tennis, pickleball and boce courts and a state of the arts fitness center that offers classes that cater to every fitness level. (Come on, get off that couch!) Drafty old cabins are but a distant memory. This stunning 2br/ 2 1/2 bath home with spacious den is a decorators dream. For privacy, there are electric window shades.The chef's kitchen boasts an expansive island with quartz counter tops and top of the ine appliances. The open concept design is perfect for intimate gathering or large scale entertaining. Best of all this house is PRICED TO SELL and ready for immediate occupancy. Centrally located, Siesta Key beach is 4miles away and the legacy trail is nearby. Enjoy the luxury and ease of newer construction in this wonderful community.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Sue Levin (941-650-9761)
1837 UPPER COVE TER, SARASOTA, FL 34231
$1,199,995105 Days on yellowkey MLS ID: A4678612
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1964 Built: 1959 Tax: $12,364 (2024)Community: Coral CoveSingle Family
Taxes:$12,364
Remarks: ATTENTION BOATERS! SALTWATER CANAL with NO BRIDGES TO LITTLE SARASOTA BAY and a short boat ride to newly opened Midnight Pass offering Gulf access in minutes - located in the highly sought-after Coral Cove neighborhood. This home offers a coastal vibe while being located in one of Sarasota’s most convenient West of the Trail locations. Close to Siesta Key and Downtown Sarasota – the best of both worlds. This home is high and dry and has NEVER FLOODED and delivers both peace of mind and effortless boating access. Set on an oversized, private, lushly landscaped 100’ x 145’ lot overlooking a serene saltwater canal, this 3 BED / 2 BATH / 3 CAR GARAGE has the space you need with endless possibilities. Convert the 3 car tandem garage into a 4TH BEDROOM / FLEX ROOM / WORKSHOP if desired. Take a close look at this area when you see it in person – lots of potential. A brand-new 33' composite boat and fishing dock with water and electric hookups provides instant access to boating, fishing, and water sports just steps from your backyard. Attention Kayakers – there is a is a bird sanctuary and rookery just north of the mouth of the canal that will have you captivated. Outdoor living is elevated with a spacious covered patio—perfect for enjoying breathtaking sunsets and the calming sound of a fountain and HOT TUB where you can watch the sunset and relax in tropical paradise and there’s room for a pool for those who desire. Inside this BRIGHT, OPEN, happy home is filled with natural light and finished with luxury vinyl flooring throughout. The well-appointed kitchen is perfect for the chef in the family, while the charming Florida room offers the perfect space to unwind with morning coffee or evening cocktails. Three comfortable bedrooms and two beautifully updated bathrooms provide ample space for family and guests. The oversized garage, complete with a durable epoxy floor, offers generous storage for vehicles, boats, and gear. Furniture is optional, allowing flexibility for a fully furnished or unfurnished purchase. Notable upgrades include *** NEW ROOF (2025) , A/C system (2022) *** Full exterior repaint (2025) , New insulation for improved energy efficiency, updated lighting throughout, including recessed kitchen lighting, renovated bathrooms (2023). With no HOA restrictions, homeowners can fully embrace the waterfront lifestyle without limitations. Bring the boat and all of your other toys! Coral Cove is a designated bird sanctuary, offering a peaceful, nature-filled setting. Residents enjoy access to a private 2-acre neighborhood park featuring a boat ramp, day dock, and excellent fishing. The location is unbeatable—just minutes from Siesta Key Beach, downtown Sarasota, St. Armands Circle, top-rated schools, upscale dining and shopping, the Legacy Trail, and Downton Sarasota. Don’t miss this rare opportunity to own an upgraded waterfront home in one of Sarasota’s most desirable neighborhoods – this home is an ABSOLUTE MUST SEE!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: John Fevrier (941-284-2992)
1938 HIGH POINT DR, SARASOTA, FL 34236
$1,299,000252 Days on yellowkey MLS ID: A4662937
1 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1164 Built: 1940 Tax: $320 (2024)Community: High Point CircleSingle Family
Taxes:$320
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. **Price Adjustment** Waterfront – Direct Bay Access + Stunning Sunsets on Hudson Bayou! Rare opportunity to own a 0.28-acre saltwater canal-front lot West of the Trail in Sarasota’s coveted High Point neighborhood. Enjoy easy boating access to Sarasota Bay and the Gulf, plus breathtaking sunsets and daily visits from manatees, dolphins, and seabirds—all from your backyard! This beautifully landscaped 12,352 sq ft lot includes a dock and offers endless potential to build your dream home. No HOA. Just minutes to downtown Sarasota, world-class beaches, fine dining, and cultural attractions. Call today to claim your slice of Sarasota’s waterfront paradise! Home needs complete updating.
Listing is courtesy of: VILLA & COMPANY INC (941-416-5915)
Listing Agent: Judson Villa (941-416-5915)
5508 EAGLE CREEK RD, SARASOTA, FL 34238
$1,125,00064 Days on yellowkey MLS ID: A4683546
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2489 Built: 2017Monthly Fee: $455 Tax: $6,787 (2025)Community: Hammock PreserveSingle Family
Taxes:$6,787
Middle School: Venice Area Middle
Remarks: On a premium cul-de-sac lot, next to a large open lot of greenspace, this upgraded Pinnacle shows true pride of ownership! Loaded with features including zero-corner glass sliders, hurricane impact windows, high ceilings, crown moldings, tray and coffered ceilings, bump-out bay window, plantation shutters, custom California Closet built-ins and more. The gourmet kitchen with a natural gas cooktop has an oversized quartz island and stainless steel KitchenAid appliances. Elegant exterior living space with a totally private custom pool is enclosed in an oversized screen cage with expansive dining and sunbathing spaces. An extended three-car garage could accommodate all your toys. Hammock Preserve sits on 80 acres of beautiful land in Palmer Ranch. Residents enjoy an active lifestyle in the expansive Clubhouse with a Community Room for scheduled events, Library and Meeting Rooms, Fitness Center, Catering Kitchen and Bahama Bar, Heated Lap Pool and Spa, Fire Pit and 2 Poolside Grills. The furry members of your family will love meeting friends at the Dog Park; you’ll make your own friends playing Bocce, Tennis or Pickle Ball!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Jane Tice (561-676-6544)
8100 SLIPWAY DR, SARASOTA, FL 34240
$889,50036 Days on yellowkey MLS ID: A4687435
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2076 Built: 2023Monthly Fee: $406 Tax: $11,399 (2025)Community: Lakehouse Cove/WatersideSingle Family
Taxes:$11,399
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 8100 Slipway Dr, Sarasota, FL 34240, where luxury, comfort, and peace of mind come together in one exceptional Florida home. Nestled in Waterside – Lakehouse Cove community, this beautifully upgraded residence offers the perfect blend of modern elegance and everyday functionality. Step inside and experience an open, light-filled floor plan enhanced by custom lighting that creates a warm, sophisticated ambiance throughout. The gourmet kitchen and living spaces flow seamlessly, making this home ideal for entertaining or relaxed Florida living. Retreat to your private outdoor oasis featuring a heated pool and spa, perfect for year-round enjoyment. Whether hosting guests or enjoying a quiet evening under the stars, this space delivers the ultimate Florida lifestyle. A versatile bonus office or den provides the perfect space for working from home, a quiet retreat, or even a flex room to suit your lifestyle needs. This home is thoughtfully equipped with hurricane impact doors and windows, providing security and energy efficiency. A whole house Generac generator ensures uninterrupted comfort, giving you confidence and convenience during any season. The spacious 3-car garage offers ample room for vehicles, storage, and even a golf cart, adding both convenience and flexibility to your daily living. The custom-designed primary closet adds a touch of luxury and organization to your daily routine, while every detail of this home reflects quality craftsmanship and attention to detail. Located in Sarasota, FL, near Lakewood Ranch, top-rated schools, shopping, dining, and Gulf Coast beaches, this property is ideal for buyers seeking a luxury home in Sarasota, a pool home in Sarasota FL, or a move-in-ready Florida dream home. Do not miss this opportunity to own a stunning Sarasota pool home with premium upgrades in one of the area’s most sought-after locations.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: David Mills (770-572-9444)
1857 TULIP DR, SARASOTA, FL 34239
$2,650,00036 Days on yellowkey MLS ID: A4687590
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1878 Built: 1952 Tax: $11,355 (2025)Community: Hartland Park ResubSingle Family
Taxes:$11,355
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Modern coastal living in a prime West of the Trail location. This extensively renovated 3-bedroom, 2-bath residence offers nearly 1,900 square feet of bright, open living space with clean finishes and seamless indoor-outdoor flow. Renovations include updated systems, impact windows and doors, and a complete kitchen and bath redesign. The private pool with spa and swim shelf, along with upgraded exterior features, creates a relaxed and functional outdoor setting designed for low-maintenance living. Positioned in one of Sarasota’s most desirable neighborhoods, where new construction and continued demand continue to push values forward, this property captures both lifestyle and long-term potential. No HOA or rental restrictions provide flexibility for full-time use, seasonal enjoyment, or income potential. Currently operating as a successful luxury short-term rental. A standout opportunity in a location that continues to set the pace for Sarasota living.
Listing Agent: Ralf Michael Guensch (941-350-3450)
8489 EAGLE PRESERVE WAY, SARASOTA, FL 34241
$789,500100 Days on yellowkey MLS ID: A4678063
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2506 Built: 1998Monthly Fee: $183 Tax: $4,848 (2025)Community: Misty CreekSingle Family
Taxes:$4,848
Elementary School: Lakeview Elementary
Remarks: This is the one * PRIDE OF ORIGINAL OWNERSHIP SHOWS! * THIS IMMACULATE HOME HAS BEEN LOVINGLY CARED FOR * NEW TILE ROOF IS 3 YEARS YOUNG * NEW A/C IS 5 YEARS YOUNG * NEW FLOORING * Popular Great Room Floorplan with Volume Ceiling & AN ABUNDANCE OF NATURAL LIGHT * GAS FIREPLACE in the Great Room which also has Built-ins * LARGE Chef's Kitchen with BEAUTIFUL VIEWS PAST THE BAY WINDOW & Breakfast Nook, leading to the Lanai & Pool * Kitchen features Solid Wood Cabinets, Granite Countertops, a Walk-in Pantry & a Breakfast Bar * PREMIUM LOCATION with TREES BEHIND YOU and GOLF COURSE VIEWS in the distance * PANORAMIC VIEWS from your OVERSIZED POOL & SPA with a Large Lanai & Spacious Paver Pool Deck * This OUTDOOR OASIS is a MUST SEE * 3 Bedrooms PLUS a Separate Den/Office * 2 Baths * Side Load 3 Car Garage * The Primary Suite is a true retreat with Walk-in Closets, Dual Sinks, Walk-in Shower and a Separate Tub * Split Plan Design * This is the perfect home to entertain family & friends or for simply relaxing in your slice of paradise * Yard Well for Irrigation * Mature Landscaping * BEAUTIFUL VIEWS * Almost 1/2 ACRE Estate Lot * Gated community with 24/7 security * Misty Creek is including 1 month FREE golf membership with the sale of this home * If you have any questions, both Listing Agents live in Misty Creek * Golf membership is NOT mandatory * Low annual HOA fees * Country feel yet minutes to Siesta Key Beach, excellent schools, shopping & dining * Rothenbach Park & New Publix shopping plaza is 5 minutes away * 'A' RATED SCHOOL DISTRICT * One look & you'll fall in love! *
Listing Agent: Ryan Brown (941-330-7774)
4656 ALEXANDER POPE LN, SARASOTA, FL 34241
$520,000179 Days on yellowkey MLS ID: A4670577
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2085 Built: 1983Community: Bent Tree VillageSingle Family
Taxes:
Tax Year:
Remarks: Beautiful 3-Bedroom, 3-Bath Pool Home in Desirable Bent Tree Village, Sarasota! Welcome to this stunning single-family home located in the highly sought-after community of Bent Tree Village in Sarasota, Florida. This spacious 3-bedroom, 3-bath residence combines timeless style with modern comfort, offering the perfect setting for relaxed Florida living. Step inside to find an inviting floor plan filled with natural light. The living and dining areas flow seamlessly together, ideal for both entertaining and everyday living. The kitchen features sleek countertops, stainless steel appliances, and ample cabinet space—perfect for the home chef. Each bedroom is generously sized, including a spacious primary suite with a walk-in closet and a private en-suite bath. The additional bedrooms offer flexibility for guests, a home office, or a hobby space. Outside, enjoy your own private oasis with a screened-in pool and lanai, surrounded by lush landscaping for ultimate privacy. Whether you’re hosting gatherings or enjoying a quiet morning coffee, the outdoor space is designed for relaxation and year-round enjoyment. Located in a beautifully maintained golf course community, Bent Tree Village offers mature tree-lined streets, a peaceful atmosphere, and convenient access to shopping, dining, top-rated schools, and Sarasota’s world-famous beaches. Experience comfort, elegance, and the best of Sarasota living in this exceptional Bent Tree Village home.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Samantha Campbell (941-441-5131)
605 AVENIDA DE MAYO, SARASOTA, FL 34242
$2,195,00083 Days on yellowkey MLS ID: A4681389
0 Days Off yellowkey (back on 3/26/2026)
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 4210 Built: 2003Community: Sarasota BeachSingle Family
Remarks: Under contract-accepting backup offers. Live the Siesta Key lifestyle at its best in this exceptional, elevated waterfront residence, positioned just one block from Siesta Village and only three blocks to Sunset Pier and world-famous white quartz sands and aqua waters of Siesta Beach. Whether you’re seeking a primary residence, vacation retreat or potential income-producing investment, this home offers the location, boating access and peace of mind today’s buyers value most. Custom-designed and built by the engineer-owner, this striking Key West–inspired, three-story home offers approximately 4,210 square feet of air-conditioned living space, thoughtfully engineered for energy efficiency, durability and low maintenance. The main living level begins at approximately 19 feet above base flood elevation, a significant advantage that helps reduce flood risk and insurance costs. Built in compliance with FEMA and Florida building codes, the home earned Florida Power & Light’s Build Smart designation, verified to be 40% more energy-efficient than required by Florida energy standards. Designed for everyday living and entertaining, the expansive open-concept main level features soaring tray ceilings, glass block accents, porcelain tile with marble inlays and abundant natural light. The chef’s kitchen offers extensive custom cabinetry, abundant quartz countertop workspace, an oversized island and stainless-steel appliances, seamlessly flowing into an expansive formal dining room ideal for hosting family and friends. The home offers five bedrooms and five baths, including a spacious owner’s suite with vaulted ceilings, spa-style bath and an oversized bonus room opening to multiple balconies with tranquil water views. A large recreation room, workshop, and generous storage add flexibility for full-time living or guest accommodations. Additional features include impact windows, wind-rated low-maintenance exterior siding, zoned HVAC with UV filtration, central vacuum, oversized four-car garage, additional driveway parking and landscaped, maintenance-free grounds. Outdoor living is a highlight, featuring a saltwater pool with titanium heat pump and hydraulic cover, expansive paver deck, outdoor kitchen with a seven-foot stainless steel grill, wet bar, pergola, gazebo and ambient LED lighting, ideal for relaxed island entertaining. Boaters will appreciate the canal-front setting with a 7,000-pound boat lift, providing easy access to Sarasota Bay and downtown by water. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Offering exceptional value as one of the lowest price-per-square-foot elevated waterfront homes on Siesta Key, this residence combines location, construction quality, efficiency and lifestyle, an outstanding opportunity to own in the heart of Siesta Key.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
7936 MAINSAIL LN, SARASOTA, FL 34240
$2,195,00060 Days on yellowkey MLS ID: A4684165
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3243 Built: 2021Community: Lakehouse CoveSingle Family
Remarks: Incredibly private, and beautifully upgraded residence in Lakehouse Cove at Waterside. Located on a preserve lot, this home also takes advantage of a green space across the street with no direct neighborhoods across from you! This Avila floor plan by Arthur Rutenberg offers a modern open flow brought together with a warm and neutral color palette, engineered hardwood flooring, designer light fixtures and serene conservation views. You’re welcomed inside from the double iron and seeded glass front door into the grand great room that will stun guests with the vaulted and exposed beam ceilings that reach into the kitchen, creating a cohesive entertaining space. Disappearing corner, impact sliding glass doors create a seamless indoor and outdoor entertaining experience and highlight the verdant preserve backdrop. In the chef’s kitchen you will appreciate a central island with counter-height seating, two-tone cabinetry, display niches with lighting, mosaic tile backsplash, quartz counters and a walk-in pantry with custom barn door and shelving. Chefs will love the upgraded GE Monogram appliances including gas cooktop, two built-in wall ovens, microwave drawer, dishwasher, commercial size refrigerator, wine refrigerator and even a reverse osmosis at the kitchen sink. The single dining experience is framed on two sides by the impact sliding glass doors; and offers a display niche perfect for art or a buffet table. Out on the lanai, take in the peaceful sounds of nature surrounded by conservation in two covered entertaining areas with tray ceilings and ceiling fans. Enjoy meals alfresco from the outdoor kitchen equipped with stainless steel grill and bar fridge, plus granite counters and backsplash. The heated saltwater pool and spa are framed on two sides by panoramic view screen enclosures and include water features and stepping stones. Inside your primary suite showcases more views of the pool and preserve, plus large windows for natural light, multi-step tray ceiling, chandelier, and dual walk-in closets. The spa-like en-suite bath offers a freestanding tub set atop organic stone tile, large walk-in shower with two sides of frameless glass, and a long vanity with dual sinks, make-up vanity, storage, and framed mirrors. Guests will find comfort in two guest bedrooms with walk-in closets and private en-suite baths. The study is privately tucked away behind the kitchen with a custom frosted glass barn door, elegant wall trim and a glass viewing window to the foyer. In the rear of the home is the bonus room that offers flexible space for any lifestyle with room for a media and lounging area, bistro set, and space for a future dry bar; all with custom shiplap tray ceilings and lovely views of conservation. Completing this impressive residence is a powder pool bathroom, laundry room with abundant cabinetry and built-in desk, and 3-car sideloading garage with EV charger. Peace of mind is secured with impact windows and doors, tankless water heater and water filtration and softener system. Lakehouse Cove offers the best amenities in Waterside with an upscale clubhouse, lakeside pool and spa, fitness center, playground, dog park, walking trails, tennis and pickleball courts, dock house for lake access and kayak storage. Located just minutes from Waterside: you are a short distance of shopping, dining, farmers market, parks, events and more while maintaining proximity to all Sarasota has to offer including world-class beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Stacy Haas, Pl (941-587-4359)
1423 & 1435 HILLVIEW DR, SARASOTA, FL 34239
$17,350,000331 Days on yellowkey MLS ID: A4653958
Bed: 6 Bath: 8.0 Liv Area Sq Ft: 11588 Built: 2006Community: Harbor AcresSingle Family
Remarks: Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen—with its own cooktop, refrigerator, microwave and desk area—makes entertaining easy. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and more seating, ideal for movie nights, game days or entertaining. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to it all, while a versatile sport court and two private docks for 75-plus-foot yachts complete the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry and terrace. Guests enjoy four more suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres home delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village and Gulf beaches. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1423 HILLVIEW DR, SARASOTA, FL 34239
$13,900,00042 Days on yellowkey MLS ID: A4686188
Remarks: Welcome to a home that lives like a resort in Sarasota’s premier neighborhood, Harbor Acres. With 134 feet of water, this nearly 12,000-square-foot estate is crafted for laid-back luxury and everyday ease, designed for entertaining against breathtaking views of Sarasota Bay, the Ringling Causeway, and the downtown skyline. A paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere, and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork, and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space, and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer, and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen, with its own cooktop, refrigerator, microwave, and desk area, makes entertaining effortless. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and additional seating. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator, and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit, and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to the outdoor amenities, and a private dock completes the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar, and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity, and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry, and terrace. Guests enjoy four additional suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres residence delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village, and Gulf beaches. The adjacent vacant lot at 1435 Hillview is currently offered separately, with the opportunity to purchase both together. Bank signoff on the sale of this property may be required. The gate and driveway would need to be reconfigured.
620 N EAST AVE, SARASOTA, FL 34237
$399,77737 Days on yellowkey MLS ID: A4687425
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 852 Built: 1945Community: Pos Resub Of Lt 8 Blk LSingle Family
Remarks: Investment opportunity to Acquire this single family home and the adjoining parcel (Quadplex) as a package for a total of .35acres at the corner of East Ave & 6th St. Please check listing for 610/612 East Ave. This home is a 2bedroom, 1bath, home located a few blocks from Downtown Sarasota. Property sits on a .13ac lot. Vinyl and Tile floors throughout with a generous size kitchen with granite counters, stainless steel appliances, and shaker cabinets. Open space/yard parking. City limits & public utilities. Please call for video walkthrough links and additional details on this opportunity. Currently rented with tenants vacating prior to sale.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
1931 EDGEWATER DR, SARASOTA, FL 34234
$299,000208 Days on yellowkey MLS ID: A4666577
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1236 Built: 1950Community: EdgewaterSingle Family
Remarks: Under contract-accepting backup offers. Price drop!- Welcome to 1931 Edgewater Drive, one of the most convenient locations in Sarasota! It's walkable to Downtown Sarasota and the Bay Front, very close to Sarasota International Airport and Ringling College, yet tucked into a lovely, quiet neighborhood where you feel right at home. A Sarasota classic, build in the 1950's, no flood zone and no pesky HOA. This neighborhood lets you safely ride your bike or play on the front lawn, great starter home, fix it up to your liking. The separate garage building with laundry room can be remodeled into a Mother-In-Law suite - lots of Options. Come check out this Gem!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Este Lennox (941-350-0048)
1704 WISCONSIN LN, SARASOTA, FL 34239
$625,00067 Days on yellowkey MLS ID: A4683524
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 700 Built: 1959Community: BayviewSingle Family
Remarks: Welcome to your perfect coastal escape—an inviting cottage offering charm, comfort, and an ideal location away from the hustle and bustle of city life. Just a few miles from Siesta Key Beach, you’re only a short bike or golf cart ride from the world-famous quartz sand shores. This beautifully renovated two-bedroom, one-bath home has been thoughtfully updated from top to bottom. Inside, you’ll find a warm and welcoming layout, while outside, a spacious screened lanai provides the perfect spot to relax and unwind. There’s also ample outdoor space designed for easy Florida living. Located on Wisconsin Lane just off the north Siesta Key Bridge, this property offers convenient access to the shops and restaurants of Southside Village, placing dining, entertainment, and everyday essentials within easy reach. Whether you’re searching for a serene winter retreat, a smart investment opportunity, or a comfortable in-law residence in a safe and highly desirable neighborhood, this prime location checks all the boxes. After a long day at the beach, come home to your private haven and relax in style.The low-maintenance landscape design features elegant stone and shell accents, complemented by irrigation and ambient landscape lighting throughout the property. Don’t miss your opportunity to own this exceptional cottage—schedule your private showing today!
Listing is courtesy of: MCCONNELL AND ASSOCIATES (941-539-1916)
Listing Agent: Oliver Mcconnell (941-539-1916)
3615 DUNBAR DR, SARASOTA, FL 34232
$369,900143 Days on yellowkey MLS ID: A4674663
27 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1401 Built: 1977Community: Sarasota SpgsSingle Family
Remarks: Under contract-accepting backup offers. This is the one! *Beautifully updated 3-bedroom, 2-bath home with an attached 1-car garage*A new roof was completed in 2022, providing enhanced protection and improved efficiency*The stylish kitchen features sleek granite countertops, ideal for both everyday cooking and entertaining guests*Enjoy a spacious screened-in lanai—perfect for relaxing or entertaining year-round*With no deed restrictions and no HOA fees, you’ll enjoy the freedom and flexibility to truly make this home your own*Perfectly situated, this property offers quick access to top-rated schools, popular restaurants, shopping destinations, medical facilities, I-75, pristine beaches, and endless entertainment options*A perfect blend of comfort, convenience, and location—this home is ready to welcome you!
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
3372 WEBBER ST, SARASOTA, FL 34239
$399,00063 Days on yellowkey MLS ID: W7883327
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1869 Built: 1961Community: South Gate ManorSingle Family
Remarks: Welcome to this spacious 4-bedroom, 2-bath home with a large bonus room / second living area, perfectly designed for families who need room to grow — or multigenerational living. This almost 1900 square footage beauty offers a flexible layout with separate living spaces, making it easy to create an in-law setup, teen retreat, playroom, or home office wing. Inside, you’ll find beautiful plaster ceiling work, high-end Italian cabinetry, with thoughtful updates, preserving charming retro details like the original pink subway tile bathroom and preserved mosaic tile in a few featured room— a rare blend of character and comfort. Step outside to enjoy a large porch and private-feeling yard shaded by mature trees, ideal for gatherings, playtime, or quiet evenings at home. This home is built to weather storms with an updated metal roof, built with concrete block and a beautiful brick front and seating area. There is a garage, laundry and a massive amount of parking. AC was recently updated. Centrally located yet surprisingly peaceful, this home is minutes to downtown and beaches and sits in a high-and-dry area, flood-zone X, for added peace of mind. If you’ve been searching for space, flexibility, major upgrades already complete, and timeless charm in one place — this is it.
Listing is courtesy of: SIMPLE FEE LISTINGS LLC (734-674-6608)
Listing Agent: Randall Wolber, Jr (734-674-6608)
4708 SWEETMEADOW CIR, SARASOTA, FL 34238
$1,050,00091 Days on yellowkey MLS ID: A4679995
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3900 Built: 2000Community: Turtle RockSingle Family
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. **SPACIOUS, CUSTOM-BUILT RESIDENCE LOCATED BEHIND THE SECURE GATES OF THE HIGHLY DESIRABLE TURTLE ROCK COMMUNITY IN PALMER RANCH, SET ON A TRANQUIL 0.40-ACRE OVERSIZED LOT.** This expansive residence offers approximately 3,900 square feet of thoughtfully designed living space with a desirable split floor plan featuring 5 bedrooms plus a study/den, 5 full bathrooms, and a 3-car garage, complemented by a circular driveway. A rare and valuable feature of this home is the assumable 2.25% loan, offering a unique financing opportunity for qualified buyers. The property is also equipped with a natural gas–powered generator that automatically activates during power outages and shuts off when electricity is restored, providing added peace of mind. Designed with safety and preparedness in mind, the home includes a reinforced “super safe” room built with rebar-reinforced concrete construction. This versatile space doubles as a walk-in closet and is equipped with a refrigerator, freezer, sink, microwave, and a washer and dryer—offering both security and functionality. Quality finishes and premium features are found throughout the home, including crown molding, tray ceilings, tile flooring, and abundant built-in storage. The inviting kitchen features granite countertops, hardwood cabinetry, and stainless-steel appliances, and opens seamlessly to a comfortable family room with a gas fireplace, creating an ideal space for everyday living and entertaining. The primary owner’s suite offers a spacious walk-in closet and a well-appointed bathroom with a garden tub, dual vanities, and a custom-tiled shower. A generously sized secondary owner’s suite provides exceptional flexibility and is ideal for in-law or multi-generational living, complete with a private kitchenette, laundry area, storage closet, and a large bathroom with dual vanities, jetted tub, and custom-tiled shower. Outdoor living is equally impressive, with a screened lanai featuring a pool and spa overlooking peaceful garden views—perfect for relaxing or entertaining while enjoying the Florida lifestyle. Residents of Turtle Rock enjoy a prime location adjacent to the popular Legacy Bike Trail and just minutes from nationally ranked Pine View School, shopping and dining, world-renowned Gulf Coast beaches, and all that the Sarasota area has to offer.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
1610 S ORANGE AVE, SARASOTA, FL 34239
$1,625,00037 Days on yellowkey MLS ID: A4687305
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2193 Built: 1969Community: Harbor AcresSingle Family
Remarks: Charming Harbor Acres 3 bedroom, 2 bath home on a beautifully landscaped lot offering privacy and convenience in one of Sarasota's most desirable West of Trail neighborhoods. A circular driveway framed by mature palms and lush Florida foliage leads to a light-filled interior with plantation shutters, crown molding, and a mix of tile and hardwood floors. The open floor plan flows seamlessly between living, dining, and kitchen areas ideal for daily living and casual entertaining. Enjoy a fully screened lanai that encircles the heated pool and spa, set on natural stone pavers. Surrounded by lush tropical landscaping, the backyard offers a serene, private retreat.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
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