Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Price: $1,000,000+
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Sarasota - 625 properties found
225 LITTLE POND LN, SARASOTA, FL 34242
$4,450,000206 Days on yellowkey MLS ID: A4668094
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3867 Built: 1987Monthly Fee: $125 Tax: $28,385 (2024)Community: Siesta Es Boyds RepSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$28,385
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Urgent listing update! Notably, a identical neighboring lot has closed for $3.5M, underscoring the exceptional value offered here with a fully updated, approximately 3,800 sq ft residence and professionally designed landscaping already in place. Completely reimagined and renovated, the home showcases striking design upgrades including a new roof, Hardie board siding, new stucco, and three new AC systems—delivering the feel and quality of newer construction within an established, sought-after enclave. Inside, expansive living spaces are filled with natural light through new impact-rated windows and doors that frame tranquil waterfront views. This five-bedroom residence features two designer-appointed primary suites, offering flexibility and privacy. The chef’s kitchen is equipped with Thermador appliances, double dishwashers, dual sinks, wall and speed ovens, a 36-inch induction cooktop, and a 48-inch built-in refrigerator—ideal for both everyday living and entertaining. A custom lounge bar with built-in refrigeration and icemaker enhances the home’s inviting atmosphere. Outdoor living is equally compelling, highlighted by a 2024 resort-style pool and shaded architectural lounge with Cypress wood inlay ceiling, pre-wired for a Jacuzzi. The marine-grade dock includes two new boat lifts (12,000-lb. and 20,000-lb.) and provides quick access to open water with no fixed bridges. Residents of the 54-home Cocoanut Bayou community enjoy access to a truly private beach directly across the street—available only to association members. With no public parking and limited access, owners can enjoy uncrowded shoreline, a tiki hut, gathering area, and effortless, stress-free sunsets on Siesta Key’s renowned white sand. Refined. Verified. Ready—welcome to elevated island living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Netzel (941-539-0633)
1846 LINCOLN DR, SARASOTA, FL 34236
$2,095,000216 Days on yellowkey MLS ID: A4666374
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2618 Built: 1941 Tax: $17,701 (2024)Community: Avondale RepSpa: NoSingle Family
Taxes:$17,701
Elementary School: Southside Elementary
Remarks: Located in the highly sought-after Avondale neighborhood, this beautiful home has been extensively and tastefully UPDATED while maintaining its timeless charm. The SPLIT FLOOR PLAN includes three oversized ENSUITE BEDROOMS, an additional powder room, and a separate study/den conveniently positioned adjacent to the primary suite. FLOOR -TO-CEILING WINDOWS and an open floor plan allow for abundant natural light and views of the HEATED SALT WATER POOL, travertine deck, and generously sized backyard. Significant renovations in 2022 and 2023 include a new primary suite addition, an EXTENSIVE KITCHEN REMODEL WITH UPDATED PLUMBING AND ELECTRICAL and new flooring throughout. Exterior improvements are equally impressive, featuring IMPACT RATED WINDOWS AND DOORS throughout, enhanced landscaping with drainage systems, irrigation, front yard fencing, and updated lighting. Additional features include a 2-car garage with EPOXY FLOORING, METAL ROOF(2007/2021), and NEWER A/C (2021). The elevation of the house is above the based flood elevation and experienced no flood on the property during the 2024 storm season. Perfectly situated between Southside Village and the vibrant Downtown Sarasota Bayfront, the property is also located within the highly sought-after Southside Elementary School District, making it a premier choice for those seeking convenience, style, and location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
1022 S OSPREY AVE, SARASOTA, FL 34236
$1,599,000216 Days on yellowkey MLS ID: A4666624
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1922 Tax: $4,185 (2024)Community: Rigbys SubSingle Family
Taxes:$4,185
Remarks: Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.
Listing Agent: Barbara May (404-822-9264)
153 N ADAMS DR, SARASOTA, FL 34236
$1,197,000280 Days on yellowkey MLS ID: A4660166
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1500 Built: 1951 Tax: $20,497 (2024)Community: Saint Armands Div John RinglingSingle Family
Taxes:$20,497
Middle School: Booker Middle
Remarks: One of the best prices in the St Armand's Circle area, this property is priced at lot value. Featuring a 10,858 sq ft (.25 acre) lot, that is one block to the popular shops and restaurants on the renowned Circle and an easy stroll to the beach. The existing 3 bedroom 2.5 bath home did have water intrusion but could be rehabbed. No HOA restrictions and easy access to downtown Sarasota. Highly desirable neighborhood for both homeowners and vacation rental purchasers.
1789 LOMA LINDA ST, SARASOTA, FL 34239
$1,395,000549 Days on yellowkey MLS ID: A4627340
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2560 Built: 1950 Tax: $14,382 (2023)Community: Pomelo Place ResubSpa: NoSingle Family
Taxes:$14,382
Tax Year: 2023
Remarks: The West of Trail BEST BUY!! Located between Osprey Avenue and Orange Ave, rarely will you find a 2500+ square foot cement block home on an oversized corner lot (100' x 142') with 3 bedrooms, 2 bathrooms, 2 car attached garage and pool for this price. Open floor plan with high ceilings in living areas, wood flooring, spacious living and dining areas, wine cellar, separate laundry room, screened in pool and large lanai. Automatic driveway gate for garage side entry on Osprey and circular drive on Loma Linda. Prime location just down the street from popular Southside Village shops and restaurants and in highly acclaimed schoold districts. Come see for yourself and have a very pleasant surprise. No interior storm damage in the home.
3000 SOUTHWEST DR, SARASOTA, FL 34239
$12,750,000161 Days on yellowkey MLS ID: A4672971
REDUCED by $500,000 (3.8%) on 04/30/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 8125 Built: 2003 Tax: $109,050 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$109,050
Tax Year: 2025
Remarks: One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.
Listing Agent: Kim Ogilvie (941-951-6660)
10215 MILKY WAY CIR, SARASOTA, FL 34241
$1,249,000151 Days on yellowkey MLS ID: A4671785
2 Days Off yellowkey (back on 2/13/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3848 Built: 2022Monthly Fee: $220 Tax: $14,067 (2024)Community: Skye Ranch Nbrhd 4 North Ph ISpa: YesSingle Family
Taxes:$14,067
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Magazine-Worthy Luxury Meets Resort Living in Skye Ranch! Be the envy of your friends and family in this stunning, fully completed Sand Key model home-a true showcase of luxury and style. Nestled on a wedge-shaped 1/4-acre lot with panoramic views of two wetland lakes-Completely private and most sought after lot and a tranquil preserve, combines sophisticated design, exceptional upgrades, and a lifestyle that feels like a permanent vacation. This 5-bedroom + bonus room, 4.5-bath residence with a 3-car garage has been meticulously upgraded inside and out. Outdoor Paradise Step into your private sanctuary-a resort-style retreat anchored resort heated saltwater pool with an infinity-edge spa, sun shelf with bubblers, long underwater bench, and dramatic water Feature that light’s up the night. The Clearview screen, paver patio, and outdoor Florida kitchen with a Blackstone-style grill make entertaining effortless. Enjoy daily visits from roseate spoonbills and sandhill cranes as you relax poolside, a living postcard of Florida’s natural beauty. Designer Interiors & High-End Finishes- Custom built ins, crown molding, tray ceilings, and upgraded floors-Every very inch of this move-in ready home exudes modern elegance: Wood-look tile flooring throughout the main areas-Pocketing sliders that blend indoor and outdoor living Designer lighting and tray ceilings all 8’ doors, crown molding, and an oak staircase Finished custom closets and water softener system, Tri-fuel generator hook up, car charger & epoxy floors in garage. The primary suite, located on the first floor with serene water views, is a luxurious retreat featuring a spa-inspired bathroom with a soaking tub, single-entry shower, and abundant natural light. The chef’s kitchen is equally impressive, offering Quartz countertops and a large island Gas range and oversized apron-front sink French door refrigerator and walk-in pantry A downstairs Office/Study with an additional Sitting room offers ample living space while a powder room ensures comfort for guests. Upstairs Flexibility-The second floor offers endless possibilities with four additional bedrooms—2 ensuite Bedrooms plus a huge jack "n" Jill bath and a large bonus room ideal for a pool table, media lounge, home gym, or playroom. Unmatched Community Amenities Living here means exclusive access to The HUB, Skye Ranch’s 25,000+ sq. ft. amenity center. Enjoy a state-of-the-art fitness facility, exercise classes, indoor basketball and pickleball courts, a climbing wall, teen lounge, demonstration kitchen, and more. Outdoors, indulge in multiple resort pools, splash pads, and frequent community events like food truck rallies. Nearby Turner Park adds baseball and soccer fields, beach volleyball, playgrounds, and dog parks for all ages to enjoy. Top-Tier School Access & Ideal Location Perfectly situated within the brand-new Skye Ranch School District (K–8) all within the same community, and minutes from Suncoast Academy, Out-of-Door Academy Lower Campus, and The Classical Academy. World-famous Siesta Key Beach is less than 30 minutes away, while Myakka River State Park is just 8 minutes in the other direction. Multiple golf, tennis, and outdoor recreation options are also close by. Your Sanctuary-This home delivers the best of both worlds, quick access to Sarasota’s vibrant lifestyle and a peaceful retreat to recharge and unwind. Schedule your private tour today and experience why Milky Way is truly the crown jewel of Skye Ranch.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Kathleen Curd, Pllc (941-773-7473)
244 N WASHINGTON DR, SARASOTA, FL 34236
$6,000,0005 Days on yellowkey MLS ID: A4691610
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3146 Built: 1953 Tax: $35,311 (2025)Community: John Ringling Estates St Armands Div 01Single Family
Taxes:$35,311
Remarks: Pre-Construction. To be built. The lot is also available as vacant land (MLS #A4668323). A rare opportunity to own a beautifully crafted custom waterfront home on St Armands Key. The 57 feet of pristine water frontage with unobstructed access to Sarasota Bay and the Gulf, boating enthusiasts can enjoy effortless days of fishing, cruising, or island hopping directly from their backyard. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. Located on the north side of world-famous St Armand Key and just minutes from famous beaches, as well as the vibrant shopping and dining options on the circle, this is a unique opportunity to personalize your dream home. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
2644 WATERFRONT CIR, SARASOTA, FL 34240
$1,539,0005 Days on yellowkey MLS ID: A4691429
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3492 Built: 2026Monthly Fee: $372 Tax: $2,667 (2025)Community: Monterey At Lakewood RanchSpa: YesSingle Family
Taxes:$2,667
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under Construction. Private preserve home site with an inviting private pool and spa. 16-foot impact multi-slide stacking great room door for seamless indoor-outdoor living. Primary bath with alternate layout featuring a luxe upgraded shower and soaking tub. Dedicated first-floor office in lieu of flex room for a refined, functional workspace. The Caladesi's welcoming covered entry and inviting foyer open onto the expansive great room and views to the large covered lanai beyond. The well-designed gourmet kitchen overlooks a bright casual dining area and is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, thoughtful workspace, and sizable walk-in pantry. The private primary bedroom suite is enhanced by dual walk-in closets and primary bath with dual-sink vanity, large soaking tub, luxe shower, and private water closet. Secondary bedrooms feature generous closets, one with a private bath, the other with shared hall bath. Additional highlights include a versatile office space, convenient powder room, centrally located laundry, and additional storage. Schedule a tour today!
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Jordan Kosobucki (941-313-7373)
724 CROSSWIND AVE, SARASOTA, FL 34240
$1,595,000119 Days on yellowkey MLS ID: A4673669
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2688 Built: 2021Monthly Fee: $419 Tax: $20,062 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Taxes:$20,062
Remarks: MAJOR PRICE IMPROVEMENT - Welcome to 724 Crosswind Avenue, an elegant custom-built Lee Wetherington home that reflects timeless craftsmanship and thoughtful design. In a quiet, private enclave surrounded by lush preserves and vibrant wetlands, this 2,688-square-foot, single-story residence offers breathtaking views of abundant wildlife, including waterfowl, birds, deer and majestic eagles, creating a serene setting. Designed for relaxation and entertaining, the home features three spacious bedrooms, a private den and three full baths. From the moment you enter through the double glass doors, you’re greeted by a seamless, open flow and refined details throughout. The gourmet kitchen is a chef’s dream, showcasing top-of-the-line Monogram appliances, a gas cooktop, built-in ovens, custom wood cabinetry with deep drawers, quartz countertops and backsplash walls, a large walk-in pantry, and an oversized island with breakfast bar seating, ideal for casual dining and gatherings. The great room serves as the heart of the home, highlighted by soaring ceilings, built-in display shelving, and a dramatic wall of sliding glass doors that flood the space with natural light while opening to the lanai and preserving panoramic views of the surrounding landscape. The open-concept coastal design flows effortlessly into the dining area and kitchen, creating a warm, inviting atmosphere ideal for entertaining. A formal dining room is conveniently off the kitchen and features glass doors that lead to an outdoor dining area. The private den or office provides a peaceful retreat, complete with French doors for added privacy. The primary suite is a luxurious sanctuary featuring two custom-designed walk-in closets and a spa-inspired en-suite bath with dual vanities, a soaking tub and a floor-to-ceiling tiled walk-in shower. Two additional guest suites, each with its bath and generous closet space, ensure comfort and privacy for family and visitors alike. Step outside to your resort-style outdoor oasis designed for the ultimate Florida lifestyle. This exceptional space includes a heated saltwater pool and spa, a fully equipped outdoor kitchen, two covered loggias offering multiple entertaining areas and a panoramic screen enclosure with uninterrupted preserve views. Enjoy peaceful mornings on the lanai as you take in breathtaking sunrises and tranquil surroundings. Additional features include impact-resistant windows and doors, high and tray ceilings, crown molding, engineered hardwood and tile flooring throughout with no carpet, a spacious laundry room with ample storage, a separate climate-controlled storage room, and a three-car side-load garage with epoxy flooring. Plantation shutters, custom window treatments, built-in speakers, lush tropical landscaping, and accent lighting further enhance the home’s elegance and curb appeal. This custom Lee Wetherington home exemplifies a fusion of design and functionality, promising a life of unparalleled luxury and comfort all in Lakehouse Cove at Waterside. Lakehouse Cove community at Waterside boasts 20 serene shorelines, nature preserves and trails. Residents of Lakehouse Cove enjoy a richly appointed amenity center featuring a resort-style pool, spa, clubhouse with kitchen and scenic outdoor verandas, fire pits, pickleball courts, meeting and game room, and state-of-the-art fitness facility. Catch the Lakehouse Cove water taxi to Waterside Place Marina every Sunday for the farmers market.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
6152 LUNGO LAGO DR, SARASOTA, FL 34241
$1,245,00062 Days on yellowkey MLS ID: A4684598
1 Days Off yellowkey (back on 4/10/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3931 Built: 2023Monthly Fee: $197 Tax: $8,579 (2025)Community: Rivo LakesSpa: YesSingle Family
Taxes:$8,579
High School: Riverview High
Remarks: Experience elevated lakefront living in the gated community of Rivo Lakes. Built by MI Homes, this Reflection model offers five bedrooms, three and a half bathrooms, and a three car garage across a thoughtful two level layout designed for flexibility and comfort. From the moment you enter, natural light and soaring ceilings set the tone. Tray ceilings in the great room, dining area, and primary suite add architectural depth, while upgraded stone composite LVP flooring provides durability with a refined look. Custom interior paint and whole house plantation shutters give the home a finished, intentional feel throughout. The kitchen is both a statement and a workhorse. Anchored by a massive quartz island, it features GE Café appliances, natural gas cooking, a farmhouse sink, soft close cabinetry, a vent hood, and a walk in pantry. It flows seamlessly into the great room, where hard wired multi zone audio serve everyday living and entertaining. The main level primary suite is a private retreat with a spa style bath that includes a soaking tub, walk in shower, dual vanities, and a generous walk in closet. A separate bedroom wing on the first floor offers two additional bedrooms with large walk in closets and a full bath, creating ideal space for guests or multi generational living. Upstairs, a spacious bonus room, two more bedrooms, and a full bath provide flexible space for a media room, office, gym, or playroom. Outdoor living is where this home truly sets itself apart. The south facing screened lanai captures lake views and beautiful sunsets. Lush tropical landscaping creates privacy and a true retreat feel. The heated PebbleTec saltwater pool and spa are app controlled for effortless enjoyment. Hard wired outdoor speakers and a dedicated Wi Fi access point ensure seamless indoor outdoor living. Major upgrades include impact windows and doors, security cameras, a water softener and filtration system, gutters, a fully built out custom laundry room, a brand new two stage variable speed HVAC system for energy efficiency, and an epoxy finished three car garage floor. Rivo Lakes is known for its low HOA fees, no CDD fees, and peaceful gated setting near Twin Lakes Park. Siesta Key Beach is approximately fifteen minutes away, with convenient access to downtown Sarasota, UTC shopping and dining, golf courses, and top rated schools. This is lakefront living with intention, privacy, and sunset views built into everyday life.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
7345 PINE NEEDLE RD, SARASOTA, FL 34242
$2,350,0006 Days on yellowkey MLS ID: A4690626
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2977 Built: 1956Monthly Fee: $450 Tax: $10,699 (2025)Community: Sanderling ClubSingle Family
Taxes:$10,699
Remarks: Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025–2026 with top-of-the-line finishes throughout the entire home. Luxury vinyl plank flooring flows through the open floor plan, complemented by granite countertops and a oversized granite island with lots of storage, Samsung appliances and an open-concept layout ideal for entertaining, with abundant indoor/outdoor living space with views of the oversized sparkling pool. The primary suite is a tranquil retreat with two walk-in closets and an en-suite bath featuring a double vanity and soaking tub. A thoughtful split plan offers two additional spacious bedrooms each with en-suite baths. A fully renovated pool house/mother-in-law suite with its own full bath adds flexible living options. Located in a waterfront community, residents of the Sanderling Club have exclusive beachfront access, tennis and pickleball courts, clubhouse and 24-hour security This home blends refined luxury with coastal lifestyle and privacy.
Listing Agent: Amy Nadell (941-539-5424)
3931 BAY SHORE RD, SARASOTA, FL 34234
$3,000,000369 Days on yellowkey MLS ID: A4649616
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3012 Built: 1950 Tax: $21,088 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$21,088
Remarks: One or more photo(s) has been virtually staged. Welcome to “Beyond the Gates,” a refined bayfront residence ideally located in the historic Indian Beach–Sapphire Shores neighborhood. Positioned just moments from The Ringling and approximately 1.5 miles to Sarasota-Bradenton International Airport, this property offers exceptional convenience paired with a private coastal setting. IMG Academy is within approximately 8 miles, and Lido Beach is just 6 miles away. Reimagined in 2010 and updated in 2025, this single-story residence features 4 bedrooms and 3 bathrooms with a modern coastal design that emphasizes clean architectural lines and abundant natural light. Interior living spaces are thoughtfully arranged to maximize comfort and functionality, with expansive windows framing panoramic views of Sarasota Bay. The open layout provides seamless flow between living, dining, and outdoor areas, creating an ideal setting for both everyday living and entertaining. Outdoor amenities include a private pool overlooking the bay, offering a tranquil environment with unobstructed water views. The property also presents potential for the addition of an accessory dwelling unit (ADU), providing flexibility for extended living, guest accommodations, or future value enhancement. Short-term rental potential may be available, subject to City of Sarasota regulations and zoning requirements. This property presents a rare opportunity to own a well-located waterfront home with close proximity to Sarasota’s cultural landmarks, transportation, IMG Academy, and Gulf beaches.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Alexis Ainslie Brown (941-228-7183)
4909 O BAR RD, SARASOTA, FL 34241
$1,239,000101 Days on yellowkey MLS ID: A4679206
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3382 Built: 1977Monthly Fee: $58 Tax: $11,164 (2025)Community: Myakka Valley RanchesSpa: YesSingle Family
Taxes:$11,164
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Welcome to Twisted Branch Ranch — Where Refined Living Meets Old Florida Charm Discover a rare opportunity to own a private ranch-style retreat in the heart of Myakka Valley Ranches. Set on 6.67 sprawling acres, this exceptional property offers the perfect blend of luxury, functionality, and serene rural living—ideal for equestrians, multi-generational families, or those seeking a peaceful escape with modern comforts. The 3,382 SF main residence features 4 bedrooms and 4 bathrooms, complemented by a 648 SF screened lanai overlooking the beautifully landscaped grounds. Inside, enjoy a remodeled gourmet kitchen showcasing Fulgor Milano appliances, including a combination microwave/convection oven, lower oven, and warming drawer. The living room boasts wood flooring and a wood-burning fireplace, adding warmth and character to this inviting ranch home. A caged, heated pool and spa (2021) create a resort-style outdoor experience, enhanced by extensive rear-yard hardscape, a firepit, koi pond, wooden tree swing, and outdoor smoker with sink—perfect for entertaining. Designed for versatility, the property includes a detached building with foam-insulated walls & ceiling that offers a 750 SF garage (garage cabinets, gladiator track shelfs & accessories in the garage & pole barn do not convey), plus an additional 750 SF game room or generational living space 1 Bedroom - 1 Bathroom, ideal for a guest suite, home office, or studio. Recent upgrades include a new metal roof and chimney flashing (2021), three AC systems, two of which are Carrier Infinity, along with new ductwork, ensure year-round comfort, full repipe with hot water recirculating system (2021), two separate irrigation systems, and a whole-house water filtration system with aerator and charcoal filtration. For the ranch enthusiast, this fully fenced and cross-fenced property features a 6-stall barn with electric and lighting, a pole barn, spring-fed pond, and ample space for livestock—animals are welcome. Enjoy abundant mature trees and your own citrus, lemon, avocado, grapefruit, and banana trees. The community offers privately maintained paved roads, designed to accommodate horses, with easements and miles of riding trails winding throughout the neighborhood. A paved driveway leads you home to this concrete block residence with brick exterior, ensuring both durability and timeless appeal. Select furnishings—including pool furniture, dining room set, game room couch, and guest house bedroom furniture—may remain, making this move-in-ready ranch even more enticing. Twisted Branch Ranch is more than a home—it’s a lifestyle. Experience secluded country living with unmatched access to nature, trails, and one of Florida’s most treasured state parks. Schedule your private showing today and embrace the ranch life you’ve been dreaming of.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
300 GARDEN LN, SARASOTA, FL 34242
$2,999,000241 Days on yellowkey MLS ID: A4662830
REDUCED by $200,000 (6.3%) on 04/01/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
606 OWL WAY, SARASOTA, FL 34236
$2,200,00075 Days on yellowkey MLS ID: A4682117
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2475 Built: 1973Monthly Fee: $110 Tax: $22,484 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$22,484
Remarks: Beyond the gates of the exclusive Bird Key, this exceptional residence presents a rare opportunity within one of Sarasota’s most coveted island enclaves, where privacy, prestige, and timeless elegance define the lifestyle. Poised on nearly one-third of an acre, the move-in-ready home showcases three bedrooms, three baths, and a private office, all thoughtfully composed to evoke an atmosphere of refined island sophistication and effortless luxury. Ideally positioned between the cosmopolitan allure of St. Armands Circle and the cultural vibrancy of downtown Sarasota, the home enjoys effortless access to Lido Beach, Sarasota Memorial Hospital, SRQ Airport, and the newly revitalized Marie Selby Botanical Gardens—placing world-class amenities moments from your doorstep. Designed for elegant entertaining and relaxed luxury, the open-concept interior is bathed in natural light and seamlessly transitions to the outdoor living spaces through expansive sliders. The gourmet kitchen is both striking and functional, showcasing a grand center island, induction cooktop, stainless steel appliances, custom wood cabinetry, and secondary sink—perfectly suited for hosting on any scale. The primary suite is a private sanctuary featuring French doors to the pool terrace, a spa-inspired bath with soaking tub and separate shower, and a boutique-style dressing experience with a walk-in closet plus three additional double closets. Guest accommodations are equally impressive, including a spacious bedroom with a concealed Murphy bed and pool access, and a dramatic third suite with cathedral ceiling, private bath, and French doors opening to its own patio retreat. Thoughtful enhancements include impact-rated windows and doors, a tile roof (2013), crown molding, plantation shutters, fresh interior and exterior paint, a new No-see-um screening, and integrated smart-home technology. The thoughtfully designed split-bedroom floor plan provides exceptional privacy, while a refined office and den—appointed with pocket doors and bespoke built-ins—create an ideal setting for both focused work and quiet relaxation. Outdoors, the grounds unfold as a tranquil sanctuary framed by mature landscaping and a magnificent banyan tree that becomes a sculptural centerpiece when illuminated at night. The fenced yard provides both serenity and seclusion, completing this private island haven. Optional membership to the Bird Key Yacht Club offers an elevated social and recreational lifestyle with marina access, tennis, fitness, dining, and a vibrant calendar of events, with an exciting new clubhouse and waterfront dining debuting in late 2026. This is more than a residence—it is an address of distinction, where timeless elegance meets effortless Sarasota living. ***Also, Available for a yearly lease, unfurnished - MLS #A4682280- Call for Details***
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Wendy Lynn (941-718-1366)
125 S BLVD OF PRESIDENTS, SARASOTA, FL 34236
$2,999,00091 Days on yellowkey MLS ID: A4680622
REDUCED by $101,000 (3.3%) on 04/15/2026
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3043 Built: 1956 Tax: $37,828 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$37,828
Remarks: Welcome to this beautiful and fabulous 5 bedroom residence in one of Sarasota's most sought-after neighborhoods. Total renovation and additions done in 3 stages from 2019 to 2020 to adhere FEMA guidelines blends effortless style, thoughtful design and everyday functionality. Perfect for entertaining guests or simply enjoying relaxing Florida living, this home has been meticulously updated with high-end finishes and quality craftsmanship throughout. Open concept living area that flows seamlessly from the living room to the chef's kitchen. Large center island with seating-perfect for casual meals and entertaining. Designer Italian tile covers most living areas. 4 en-suite bedrooms and one bedroom with bath across the hall. One bedroom upstairs could be second private primary. St Armand's is steps from Lido Beach with its sugar-white sand, calm water and stunning sunsets. You have quick access to downtown Sarasota with arts, dining, and marina. A true European-style circle with upscale boutiques, galleries and locally owned shops. Excellent restaurants ranging from casual cafes to fine dining that are walkable and lively. With St Armand's Circle boasting upscale lifestyle, proximity to beaches, dining and boutique shopping keeps the circle very lively and vibrant.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
2508 WATERFRONT CIR, SARASOTA, FL 34240
$1,549,90060 Days on yellowkey MLS ID: TB8482629
1 Days Off yellowkey (back on 4/7/2026)
REDUCED by $49,100 (3.1%) on 04/01/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4695 Built: 2025Monthly Fee: $373 Tax: $2,703 (2025)Community: Monterey At Lakewood RanchSpa: NoSingle Family
Taxes:$2,703
Remarks: Under contract-accepting backup offers. 2508 Waterfront Cir, Sarasota, FL 34240 | 5 Bedrooms + Den | 5.5 Bathrooms | 4,695 Sq Ft | Monterey at Lakewood Ranch | Built 2025 Here is what you cannot get from the builder today: a finished, fully upgraded home in Monterey at Lakewood Ranch that is ready to move into right now, with over $200K in owner upgrades already done, paid for, and waiting for you. No design center appointments. No construction timeline. No surprises. Just a completed 2025 estate that is better than what the builder is delivering around it, available the moment you are ready. The moment you walk through the door, you understand what sets this home apart. A grand two-story foyer opens to a custom oak staircase and draws your eye through 4,695 square feet of thoughtfully finished living space. The current owners replaced the builder flooring throughout the main living areas with 9.5-inch wide custom oak hardwood, hand-selected and installed after closing. Ten-inch baseboards, cathedral and tray ceilings, recessed lighting throughout, a curated custom lighting package, and custom Rockwood plantation shutters create an interior that feels cohesive, elevated, and finished in a way that new construction rarely achieves without years of ownership behind it. At the center of the home, the open-concept great room and chef's kitchen are built for the way people actually live. The kitchen anchors everything with an oversized island, pendant lighting, breakfast bar seating, quartz countertops with a full matching backsplash, abundant cabinetry, a natural gas cooktop, built-in oven, stainless steel appliances, a large walk-in pantry, and a separate butler's pantry for the moments when prep space actually matters. The great room transitions naturally to a large second-floor bonus space that functions equally well as a media room, game room, or additional lounge. A dedicated first-floor office with French doors provides a quiet, private setting for remote work without removing you from the flow of the home. The primary suite is a retreat. A tray ceiling, dual walk-in closets, and a spa-caliber bath with split dual vanities, a freestanding soaking tub, and an oversized walk-in shower tiled to the ceiling with multiple shower heads, a rain showerhead, built-in benches, and inset niches deliver the kind of finish that buyers in this price range are looking for and rarely find already done. Three of the four secondary bedrooms include private en suite baths, every bedroom features a walk-in closet, and the laundry room is outfitted with built-in cabinetry and a utility sink. Out back, the large pavered patio and conservation view create a private, natural backdrop that gives the outdoor living areas a sense of openness and calm that is genuinely difficult to replicate. This is where mornings start and evenings wind down, and the setting delivers that from day one. A large pavered driveway and generous parking carry the same intentionality as the interior, polished and functional before anyone reaches the front door. Monterey at Lakewood Ranch is a gated community positioned within one of the country's premier master-planned communities, putting I-75, golf, parks, and Gulf Coast beaches all within easy reach. Builder inventory in Monterey is still active, but none of it comes finished, upgraded, and ready like this. If you have been considering new construction and want the result without the process, this is the home. Schedule your private tour today.
Listing is courtesy of: 27NORTH REALTY (813-645-4663)
Listing Agent: Shawna Calvert (509-294-6818)
2445 ALAMEDA AVE, SARASOTA, FL 34234
$1,200,00088 Days on yellowkey MLS ID: A4681432
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2901 Built: 1925 Tax: $9,313 (2025)Community: Sarasota Bay ParkSingle Family
Taxes:$9,313
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: The meticulously updated and restored Craftsman-style McCall house features all the charm and vintage vibes of its 1925 construction while offering every convenience of a fully renovated modern home. The roofs on both the main home and the detached garage were replaced in 2023, new AC was installed in 2022, and all the electric and plumbing have been completely updated. A brand new tankless gas water heater and new irrigation well were just installed. In addition to the most recent updates the property was restored and renovated over the course of a decade by Pat Ball, known in the preservation community for his high-quality and sensitive work on some of Sarasota’s most important historic structures, and his wife Judy. Highlights of the Balls’ extensive work include the restoration of the native pine wood floors, the intricate millwork, and the original windows found throughout the home. The kitchen features Bosch and Café appliances, slate countertops, floor to ceiling custom cabinetry, and large windows opening to the oversized veranda. The dining room connects to both the kitchen and front foyer and features a gas fireplace and a custom reproduction Craftsman-style chandelier. The living room, also with a gas fireplace and period fixtures, receives both morning and evening natural light. The south-facing sunroom, a perfect flex-space, features three walls of oversized windows. Upstairs you will find the owner’s suite featuring a walk-in closet, new vintage-style high-end fixtures, and a large en-suite which opens to the upstairs sleeping porch. An additional two bedrooms, each with a walk-in closet, and an additional renovated full bath are also located up the home’s grand staircase. The main home is complemented by an oversized garage, currently used as a custom woodshop and featuring a mini-split AC system. This detached structure also contains a guest suite with full bathroom, a second washer and dryer, and access through French doors to a covered porch overlooking the fully-fenced backyard. Located within the Indian Beach Sapphire Shores neighborhood, known for its lush tropical feel, the home’s landscaping has been designed with Florida-friendly gardens that are both beautiful to look at and easy to care for. Although the property is only 4 blocks from Indian Beach Park on Sarasota Bay, the home is located in an X flood zone where flood insurance is NOT required. The home’s convenient location is only 5 minutes to downtown Sarasota and 10 minutes to St. Armands Circle and the crystal quartz sand of Lido Beach. A great selection of restaurants and coffee shops are within walking-distance of the home. The low-cost and optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnics, and additional social activities. Within the neighborhood you will also find many cultural amenities including the renowned Ringling Museum, Asolo Repertory Theatre, and Sarasota Ballet.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Amanda Gilliland (941-320-1132)
1794 CUNLIFF LN, SARASOTA, FL 34239
$3,095,00056 Days on yellowkey MLS ID: A4685523
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3377 Built: 2015 Tax: $39,491 (2025)Community: Bay View Heights AddSpa: YesSingle Family
Taxes:$39,491
Remarks: Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed in natural light. Oversized 10-foot doors frame every room, while hurricane-impact sliding glass doors seamlessly connect the interior to a resort-style outdoor oasis. The expansive pool deck showcases a stunning lighted fountain spilling from the spa into the oversized pool, a rainfall pergola, and lush tropical landscaping surrounded by a six-foot privacy fence—creating the ultimate setting for both relaxation and entertaining. Built with the signature craftsmanship of Allegra Homes, the residence features exceptional custom millwork, striking feature walls, designer lighting, and distinctive ceiling details throughout. Spanning 3,582 square feet, this thoughtfully designed home offers four spacious bedrooms, three luxurious bathrooms, a private den/office with a turret ceiling, and a versatile bonus room. The gourmet kitchen—one of Allegra’s most beloved layouts—is a true culinary showpiece, appointed with Sub-Zero and Wolf professional-series stainless steel appliances, including a five-burner natural gas cooktop, a second Sub-Zero beverage refrigerator, custom luxury cabinetry, rich 3cm granite countertops, and a glass tile backsplash with hidden electrical outlets Adjacent to the kitchen, the elegant dining room features a dramatic aquarium glass window overlooking the pool and gardens, along with a built-in buffet accented by a mirrored feature wall. The home’s split floor plan provides exceptional privacy. The serene primary suite is a private retreat, offering a spa-inspired bath with a walk-through shower, dual vanities, and a private water closet. A custom walk-in closet features built-in shelving, drawers, and a hallway dressing mirror. The bedroom is highlighted by an intricate custom ceiling design, designer lighting, and private access to the pool deck. On the opposite side of the first floor, you’ll find a built-in desk alcove, a spacious laundry room, a secondary bedroom with a walk-in closet, a full hall bath, and the bonus room with disappearing sliding glass doors that open to the screened pool area. The first level features rich porcelain wood-style flooring, while the second level is comfortably carpeted and hosts the third and fourth bedrooms, along with a media closet and additional HVAC storage. Bahama shutters and custom blinds complete the bedrooms and bathrooms. Situated on a 0.28-acre elevated lot, built above the flood plain in 2015, this exceptional residence offers privacy, luxury, and an unbeatable central location. Just minutes away are Sarasota Memorial Hospital, Southside Village, and top-rated Southside Elementary, with Siesta Key Beach, downtown Sarasota, Westfield Siesta Key Mall, and St. Armands Circle only a short drive away. This remarkable property may be purchased turnkey furnished, including original artwork, bronze sculptures, designer furnishings, and custom rugs, available under a separate bill of sale. Schedule your private showing today. Proof of funds required with all offers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jill Berg (941-315-1199)
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