Location: Sarasota
Do Not Show Listings
8100 SLIPWAY DR, SARASOTA, FL 34240
$889,50028 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,399
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
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
$2,650,00028 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
$789,50092 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
High School: Riverview High
Middle School: Sarasota Middle
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 is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
4656 ALEXANDER POPE LN, SARASOTA, FL 34241
$520,000171 Days on yellowkey MLS ID: A4670577
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2085 Built: 1983Community: Bent Tree VillageSingle Family
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
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)
3231 YORKTOWN ST, SARASOTA, FL 34231
$360,000469 Days on yellowkey MLS ID: A4635077
0 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1720 Built: 1956Community: Sun HavenSingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Discover your dream home in the heart of Sarasota! This 3-bedroom, 2-bathroom residence with a 1-car garage is ideally situated outside of flood zones and just minutes from the iconic Siesta Key. With a spacious 1,720 square feet, this property is waiting for your unique touch. The exterior has been beautifully painted, providing an inviting first impression. Step inside to find vaulted ceilings in the living room, which create an open and airy atmosphere—perfect for both relaxation and entertaining. The kitchen is a chef's delight, featuring custom real wood cabinets and elegant granite countertops, ready for you to personalize. Retreat to the primary suite, complete with a walk-in closet and a private ensuite bathroom for your convenience. The home has undergone significant upgrades, including a brand-new roof (2022), a modern AC system (2024), and a new water heater (2020), giving you peace of mind for years to come. This home is more than just a place to live; it’s an opportunity to craft the lifestyle you desire. Whether you envision a full renovation or simple cosmetic updates, the solid layout lends itself to your creative ideas. Plus, the one-car garage adds convenience and extra storage. Don't let this golden opportunity slip away! Embrace the chance to own a home full of potential in one of Sarasota's most sought-after neighborhoods. Schedule your private showing today and unlock the door to your future!
Listing is courtesy of: CHIC PROPERTIES II LLC (941-302-0134)
Listing Agent: Mary Salinas (941-529-7117)
12458 MARSH POINTE RD, SARASOTA, FL 34238
$700,00055 Days on yellowkey MLS ID: A4684342
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1898 Built: 2020Community: Hammock Preserve Ph 2A & 2BSingle Family
Remarks: Under contract-accepting backup offers. Custom pool and spa, private preserve views, and a beautifully upgraded interior define this exceptional Summerwood model in the gated community of Hammock Preserve on Palmer Ranch. Offering 2 bedrooms, a den, and 2 bathrooms, this home is designed for both everyday comfort and effortless entertaining. Inside, the open-concept layout is enhanced by large-format tile flooring, soft neutral tones, and an abundance of natural light. The main living area is anchored by a custom fireplace feature wall, creating a warm and modern focal point that immediately draws your attention. From here, a zero-corner sliding glass door opens completely to the outdoor living space, creating a seamless connection between indoors and out. The gourmet kitchen is both functional and refined, featuring quartz countertops, white shaker-style cabinetry, stainless steel gas appliances, a built-in microwave, and a spacious island with bar seating. Pendant lighting and a tile backsplash add subtle detail, while the layout flows naturally into the dining and living areas, making the space ideal for hosting or everyday living. The primary suite offers a quiet retreat with a spacious layout, while the en-suite bathroom features dual vanities, a large walk-in shower, and clean, modern finishes. The secondary bedroom and full bath are thoughtfully positioned for privacy, and the den provides the flexibility for a home office, guest space, or hobby room. Step outside to a private backyard setting with lush preserve views and no direct rear neighbors. The custom pool and spa are finished with travertine decking, water features, and LED lighting, creating a true resort-style experience. An extended covered lanai offers multiple areas for lounging, dining, and entertaining, making this outdoor space just as functional as the interior. Offered with furnishings negotiable, this home presents an opportunity for a seamless, move-in ready experience. Additional highlights include impact windows, smart home features, and quality construction by Divosta Homes, known for their solid build and thoughtful design. Hammock Preserve offers a resort-style lifestyle with a clubhouse featuring a barefoot bar, fitness center, heated lap pool and spa, pickleball, tennis, bocce courts, dog park, and fishing pier. Located in the heart of Palmer Ranch, you are just minutes from world-renowned beaches, shopping, dining, and everyday conveniences. **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)
605 AVENIDA DE MAYO, SARASOTA, FL 34242
$2,195,00075 Days on yellowkey MLS ID: A4681389
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)
1885 VAMO DR, SARASOTA, FL 34231
$170,00034 Days on yellowkey MLS ID: A4686905
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 400 Built: 1954Community: Vamo 3Rd Add ToSingle Family
Remarks: Under contract-accepting backup offers. Your TINY HOME awaits you! GREAT INVESTMENT OPPORTUNITY in a highly desirable Sarasota location! Just a short distance from the world-renowned Siesta Key Beach which is frequently ranked the #1 beach in America, this adorable cottage-style home exudes COASTAL CHARM at every turn. This home is also ONLY a SHORT WALK to the BOAT AND KAYAK LAUNCH where you can adventure in Sarasota Bay This 1 bedroom, 1 bath home is FULL OF CHARACTER, featuring tile flooring, crown molding, and light coastal décor that creates a relaxed, beachy atmosphere. The cozy primary bedroom includes an en suite bathroom with thoughtful details, built-in shelving, and a crisp white tiled shower. The kitchen is equally CHARMING, with white cabinets featuring decorative ACCENTS, a coordinating tile backsplash, and newer stainless steel appliances. A back door opens to the rear porch, perfect for morning coffee or evening relaxation. The LARGE FENCED BACKYARD includes TWO STORAGE SHEDS, one shed with electric, and plenty of space to add a pool, creating YOUR VERY OWN PRIVATE RETREAT. NEWER SEPTIC INSTALLED 2024. Enjoy nearby Vamo Drive Park on Little Sarasota Bay, offering bay access, boat launches, and scenic walking trails including the Jim Neville Marine Preserve. Come see, come sigh and make this tiny home your own. Whether you’re seeking a charming coastal retreat or a smart rental opportunity, this home is brimming with possibilities in an unbeatable Sarasota location. Come see it today! Multiple offers received. Highest and best offer requested by 3/25/2026, 8pm EST.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
7936 MAINSAIL LN, SARASOTA, FL 34240
$2,195,00052 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)
7586 SEAHAWK AVE, SARASOTA, FL 34241
$899,999190 Days on yellowkey MLS ID: R4910087
4 Days Off yellowkey (back on 12/31/2025)
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3521 Built: 2025Community: HawkstoneSingle Family
Remarks: Under Construction. ****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**** Welcome to the Wekiva. An expansive and sprawling home, this home includes five bedrooms, five full bathrooms, a den, bonus room, and a three-car garage. As you step inside the grand foyer, a den sits off to the side. Moving along the wall, a spacious utility room opens up, giving you plenty of room to organize, declutter, and clean. It contains cabinets and a sink for a full utility room. As you reach the heart of the home, you are faced with an incredibly spacious and elegant kitchen. Beautiful cabinets line the walls, and an extra-large island creates room for additional seating and prep space. A walk-in pantry provides even more storage. A cozy breakfast nook lives right next to the kitchen, which opens up into a huge great room. Two sets of sliding glass doors open on to the covered lanai. An extra owner's suite and a pool bath sit off the great room, making it an easy transition from outdoor fun to inside living. Going upstairs is like entering another space entirely. The master retreat is truly a tranquil get away with multiple windows to create a bright and airy space. An elegant master bath awaits you with dual vanities, a water closet, an enclosed shower space, and a huge walk-in closet. Three additional bedrooms sit upstairs with a bonus room providing the perfect entertainment space that looks down at the foyer below. The Wekiva is the perfect plan for those who love entertainment, play, and spending time at home.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (407-436-6109)
Listing Agent: Elizabeth Stephens (941-334-4934)
1423 & 1435 HILLVIEW DR, SARASOTA, FL 34239
$17,350,000323 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
$13,900,00034 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.
2109 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$625,00029 Days on yellowkey MLS ID: A4687463
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2827 Built: 2022Community: Bay Lndg Ph 2BSingle Family
Remarks: Welcome to Bay Landing in Sarasota, Florida—where location, lifestyle, and value come together beautifully. This highly sought after community offers low HOA fees and no CDD fee, along with exceptional amenities including a resort-style pool, modern fitness center, dog park, and playground, all surrounded by canopied oak trees that create stunning scenery and natural shade. Perfectly positioned just minutes from Lakewood Ranch and a short drive to Downtown Sarasota and its renowned beaches, this home offers the best of Florida living. Situated on an oversized corner lot, this property features a long driveway with ample space for multiple vehicles, all surrounded by lush tropical palms. Inside, you’ll find upgraded flooring throughout and a spacious, thoughtfully designed layout. The home includes a versatile den, a convenient first floor guest suite with a nearby full bathroom, and an expansive upstairs layout featuring a large primary suite, two additional bedrooms, an additional full bathroom, convenient laundry room, and an impressive bonus room. The primary suite is a true retreat, featuring a relaxing soaking tub, a large walk-in shower, and dual walk-in closets. Downstairs, the kitchen flows seamlessly into the dining and living area, creating an ideal space for entertaining, and continues out to the covered, screened-in patio—perfect for enjoying Florida’s indoor-outdoor lifestyle. With incredible amenities, a prime location, and low fees, Bay Landing offers an unbeatable opportunity. Don’t miss your chance, schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Stephanie Mottram (978-204-2651)
620 N EAST AVE, SARASOTA, FL 34237
$399,77729 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)
4114 ROBERTS POINT CIR, SARASOTA, FL 34242
$1,390,000254 Days on yellowkey MLS ID: A4661864
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2165 Built: 1982Community: Roberts PointSingle Family
Remarks: One or more photo(s) has been virtually staged. Seller is motivated! Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key’s most sought-after neighborhoods. This versatile two-story property is ready for you to move in, renovate, or rebuild into your dream retreat. Designed with entertaining in mind, the home offers multiple outdoor decks and living spaces, plus a relaxing hot tub overlooking the tranquil bayou. The property has water access to the bay and beyond. The main living area on the second floor features an open, airy layout with vaulted ceilings, while the ground level includes a two-car garage, private 1-bedroom/1-bath suite, bonus room, and screened lanai—perfect for guests or extended family. Recent upgrades provide peace of mind, including a new roof (August 2023), hurricane shutters, and completed storm remediation. Surrounded by lush Florida landscaping, you’ll enjoy the serenity of the water while being just minutes from Siesta Beach, shopping, and dining. Don’t miss this exceptional location—whether you envision updating, expanding, or starting fresh, this is your opportunity to own a slice of paradise on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelley Callaway (941-928-0642)
1931 EDGEWATER DR, SARASOTA, FL 34234
$299,000200 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
$625,00059 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
$369,900135 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
$399,00055 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
$1,050,00083 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)
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