Location: Sarasota
Do Not Show Listings
4873 HUNTLEIGH DR, SARASOTA, FL 34233
$510,000198 Days on yellowkey MLS ID: A4666290
REDUCED by $35,000 (6.4%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2155 Built: 1983Monthly Fee: $29 Tax: $5,469 (2024)Community: Beneva PinesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,469
Elementary School: Wilkinson Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath single story home, offering over 2,100 sq ft of comfortable, light-filled living space and a spacious two-car garage. Perfectly nestled in a peaceful cul-de-sac right in the heart of town, this home combines modern updates with classic charm—ready for you to move in and enjoy. Inside, you’ll find expansive living areas that are perfect for entertaining or everyday living. The kitchen features newer appliances, including a double convection oven—ideal for the home chef. The generous primary suite includes a fully renovated en-suite bathroom with a luxurious clawfoot tub, creating a serene, spa-like retreat. Major system upgrades offer peace of mind: the roof and relined sewer pipes were completed in 2021, while the HVAC system and water heater were replaced in 2019. Step outside to your private backyard haven—lush with mature landscaping, vibrant blooms, and even a fruit-bearing lime tree. Out front, a majestic oak tree provides natural beauty and welcoming curb appeal. Outdoor lovers will appreciate the proximity to the Legacy Trail and being just a short walk to Red Bug Slough Preserve—72 acres of natural beauty with a lake, fishing pier, playgrounds, picnic areas, and tranquil wooded trails. Families will love the highly rated school options, including Riverview High School (6 minutes away, offering an IB program and strong arts/athletics) and the prestigious Pine View School in Osprey, ranked the #1 high school in Florida, just 16 minutes away. Located just minutes from world-famous Siesta Key Beach, I-75, Sarasota’s best shopping, dining and the airport, this home offers the perfect blend of convenience, comfort, and Florida lifestyle. With spacious interiors, smart updates, and a truly unbeatable location—this is one home you won’t want to miss!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ingrid Walker (941-330-4680)
2227 GROVE ST, SARASOTA, FL 34239
$375,00050 Days on yellowkey MLS ID: A4683681
0 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1002 Built: 1957 Tax: $4,790 (2025)Community: South GateSingle Family
Taxes:$4,790
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Discover timeless charm at 2227 Grove Street, Sarasota, FL 34239 a stunning mid-century modern gem infused with an authentic Old Florida vibe. Step inside to admire the beautifully preserved original terrazzo floors, radiating the character of the 1950s. Nestled in a prime location, this home offers effortless access to the pristine beaches and vibrant downtown Sarasota, perfectly blending classic style with modern convenience. Your slice of Sarasota paradise awaits.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Robert Krasow (941-363-6507)
7418 MONTE VERDE, SARASOTA, FL 34238
$724,90016 Days on yellowkey MLS ID: A4686455
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2406 Built: 2002Monthly Fee: $499 Tax: $7,287 (2025)Community: Monte Verde At Villa MiradaSingle Family
Taxes:$7,287
Elementary School: Gulf Gate Elementary
Remarks: Welcome to the sought-after Monte Verde enclave within the prestigious TPC Prestancia community. Residents enjoy access to 36 holes of championship golf, lush natural landscapes and the privacy of a gated enclave within an Audubon Cooperative Sanctuary. This beautifully maintained four-bedroom, three-bath residence offering 2,406 square feet is perfectly positioned in a 24-hour guarded-gated, maintenance-free community with Flood Zone X for peace of mind. Designed with comfort and functionality in mind, this home features a desirable split floor plan with formal living and dining rooms, complemented by a spacious, light-filled family room that opens effortlessly to the screened lanai through sliding glass doors. The well-appointed kitchen boasts wood cabinetry, Corian countertops and an island for additional prep space, making it ideal for both everyday living and entertaining. Architectural details such as crown molding, double tray ceilings and bay windows enhance the home’s elegance while allowing for abundant natural light throughout. The private owner’s suite and generously sized guest bedrooms provide flexibility for family, guests or a home office. Go outside to enjoy the tranquil Florida lifestyle on your screened lanai or take advantage of the community pool located just across the street, perfect for relaxing without the maintenance. Additional highlights include air conditioning (2022), water heater (2021), tile roof (2002), freshly painted garage floor, quarterly HOA: master $750, Monte Verde $1,235, and aptional TPC golf membership. Just minutes from Siesta Key Beach, dining, and downtown Sarasota, this home offers the perfect blend of luxury, convenience and resort-style living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
2138 PINE TER, SARASOTA, FL 34231
$425,000124 Days on yellowkey MLS ID: O6367163
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1423 Built: 1963 Tax: $3,493 (2024)Community: Harbor OaksSingle Family
Taxes:$3,493
Elementary School: None
High School: None
Middle School: None
Remarks: Location, Location, Location!!!! New, New, New!!! Located in the heart of the action, right off the Tamiami Trail, just 5 or 6 minutes from downtown Sarasota and also 5 or 6 minutes from Siesta Key Beach, the #1 beach in the USA, yet incredibly peaceful on a quiet cul-de-sac with zero traffic. The metal roof is only 3 years old, brand-new plumbing, new electrical panel, new bathrooms, new kitchen, brand new A/C units with 10-year warranty, new hurricane safe windows and doors—even the garage door is new. I don't think there's another property in this area with similar conditions for under a million dollars. Non flood zone (X), No HOA.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Yorky Corcho (786-416-2921)
7212 SPUR CT, SARASOTA, FL 34243
$748,00074 Days on yellowkey MLS ID: TB8471095
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2357 Built: 1997Monthly Fee: $118 Tax: $8,014 (2025)Community: Arbor Lakes BSingle Family
Taxes:$8,014
Remarks: TURN KEY RESORT STYLE EXECUTIVE HOME.....NO FLOOD ZONE....This split bedroom home has three bedroom and a home office. This home is completely renovated and fully furnished and has three garage. The community pool is Olympic size and is completely renovated. The Property is close shopping and restaurants...Please call for your private tour.
Listing is courtesy of: EQUITY REALTY SUNCOAST (727-343-8100)
Listing Agent: Simone Pilz (727-492-8279)
1856 WOODHAVEN CIR, SARASOTA, FL 34232
$575,00029 Days on yellowkey MLS ID: A4686039
1 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1486 Built: 1979Monthly Fee: $18 Tax: $5,642 (2025)Community: TamaronSingle Family
Taxes:$5,642
Elementary School: Alta Vista Elementary
Middle School: McIntosh Middle
Remarks: Welcome to your private poolside retreat in the desirable Tamaron community of Sarasota. This beautifully updated 3-bedroom, 2-bath home offers a seamless blend of comfort, style, and Florida outdoor living. From the moment you step inside, you’re greeted with tranquil pool and spa views, available from nearly every room. The fully fenced backyard is a true oasis; a setting that creates both privacy and serenity. Start your mornings in the spacious primary suite, where sliding glass doors lead directly to the pool, and enjoy the convenience of an ensuite bath and walk-in closet. Designed for both everyday living and entertaining, the open split floor plan features bamboo flooring throughout the main living areas and a warm, inviting layout. The kitchen is thoughtfully updated with stainless steel appliances, abundant cabinetry, under-cabinet lighting, and granite counters. It flows effortlessly into a charming keeping room with a built-in buffet—perfect for casual dining or a relaxed conversation setting. A combined living and dining space offers additional flexibility for hosting gatherings. On the opposite side of the home, two guest bedrooms and a full bath provide comfort and privacy for family or visitors. Additional features include a 2-car garage with laundry and extra storage, central vacuum system, hurricane shutters, and outdoor storage sheds. Major updates include a new roof and fully owned solar panels (2024), adding both value and energy efficiency. Tamaron residents enjoy a peaceful neighborhood setting with a nature preserve, ponds, walking trails, sidewalks, and a playground. Ideally located just minutes from shopping, dining, downtown Sarasota, the Legacy Trail, and world-renowned Gulf Coast beaches. This is more than a home—it’s a lifestyle. Schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Eileen Saunders (662-404-0816)
7305 LINKS CT, SARASOTA, FL 34243
$1,895,00016 Days on yellowkey MLS ID: A4686862
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4038 Built: 1994Monthly Fee: $75 Tax: $19,084 (2025)Community: Links At Palm-AireSingle Family
Taxes:$19,084
Remarks: This is an absolute must-see offering that exceeds expectations at every turn, delivering a level of design, finish, and livability rarely found in today’s market. Positioned on a private golf course homesite on Links Court, this reimagined estate delivers a rare combination of scale, design, and significant curated improvements throughout—creating a truly one-of-a-kind offering that lives better than new. Spanning over 4,000 sq ft, the residence showcases soaring ceilings, a flowing open layout, and refined finishes throughout. The 2024 chef’s kitchen anchors the home with quartz surfaces, a professional-grade stainless steel appliance package, including a 60” side-by-side refrigerator/freezer, an induction cooktop, double ovens, and an expanded walk-in pantry with additional refrigeration. Indoor living transitions seamlessly to a fully redesigned outdoor environment featuring over 3,000 sq ft of lanai and poolside living. A new saltwater pool and spa, limestone pavers, a custom stone fireplace, and a 12-seat quartz bar with an outdoor kitchen create a private resort-style setting rarely found at this price point. All four bedrooms have en-suite access, complemented by a dedicated office, smart home integration, engineered hardwood flooring, and a modern aesthetic. Major system upgrades—including a newer Boral tile roof (2020), dual HVAC systems (2024, 2018), two new in 2025 instant high-power tankless water heaters w/ digital controls, hurricane-rated garage doors, and whole-home water treatment—provide long-term confidence and efficiency. NO CDD, low HOA, to many updates to mention. See feature sheet. For buyers seeking a move-in-ready golf course estate with elevated finishes, substantial recent investment, and a level of outdoor living that stands apart from competing properties, this home represents more than just a compelling opportunity in today’s market. It’s simply exceptional.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Andy Scherer (315-264-0944)
1027 WATERLINE CT, SARASOTA, FL 34240
$575,00050 Days on yellowkey MLS ID: A4683675
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1784 Built: 2024Monthly Fee: $397 Tax: $7,061 (2025)Community: Lakehouse Cove/Waterside Ph 5Single Family
Taxes:$7,061
Elementary School: Tatum Ridge Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. Welcome to Lakehouse Cove at Waterside, where active living meets unmatched lifestyle! This stunning home sits in one of Lakewood Ranch’s sought-after communities and is surrounded by incredible natural beauty. Go inside to a bright, open floor plan designed for comfort, flow and effortless entertaining. The chef’s kitchen is a centerpiece, featuring a gas range, quartz countertops, premium finishes and gorgeous views overlooking the peaceful estuary. The primary suite is thoughtfully positioned away from the additional bedrooms, offering enhanced privacy and a quiet retreat of its own. This amenity-rich community delivers an unbeatable lifestyle. A resort-style pool, elegant clubhouse, fitness center, pickleball courts, tot lot, dog park and more. But the fun doesn’t stop there, residents can enjoy the Lakehouse Cove boat taxi, taking you directly to Waterside Place, where you can stroll the waterfront, dine at incredible restaurants, explore weekly events, enjoy live music and celebrate seasonal festivals all year long. With miles of trails and outdoor recreation, endless activities and a vibrant social atmosphere, Waterside is the heart of Lakewood Ranch living. All this just minutes to world-class beaches, downtown Sarasota and nearby village centers. Experience the best of Florida living at Lakehouse Cove!
Listing Agent: Martin Dimovski (862-414-1184)
1617 PALMETTO LN, SARASOTA, FL 34236
$2,580,000120 Days on yellowkey MLS ID: A4675351
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2812 Built: 2015 Tax: $18,423 (2025)Community: WhitakersSingle Family
Taxes:$18,423
Remarks: Set within a canopy-covered bayfront neighborhood rapidly emerging as THE place to live, this exceptional modern residence offers a rare blend of architectural distinction and tranquil coastal living. Surrounded by luxury homes along the bay, the property feels delightfully elevated among the trees, with partial bay views unfolding from the rear of the home. Located just north of Downtown Sarasota, this striking 2015 modern design was masterfully conceived by noted architect Dale Parks, AIA. The home showcases refined contemporary architecture with expansive glass framed in concrete, creating a dramatic yet warm aesthetic throughout. The open floor plan is anchored by a stunning Great Room with fireplace and a floating glass-wrapped dining area, all bathed in natural light. The chef’s kitchen features stone countertops, a glass-cut tile backsplash, distinctive Zebrawood accents, a Bosch coffee center, high-end stainless appliances, and an oversized eat-in center island ideal for both everyday living and entertaining. Seamless indoor-outdoor living continues onto a spacious terrace complete with a summer kitchen and TV mount—perfect for hosting gatherings. Polished concrete floors add a sleek, modern touch throughout the main living spaces. The private primary suite wing offers a peaceful retreat with generous closet space and a spa-inspired bath featuring dual vanities, a soaking tub, and private water closet. Floor-to-ceiling windows and sliding glass doors throughout the home invite abundant natural light and enhance the connection to the surrounding landscape. A separate stairway leads to two guest bedrooms and a loft-style office, providing privacy and flexibility for guests or work-from-home living. At pool level, expansive covered and open lounging areas surround the large pool, creating a true resort-style setting. Additional highlights include an oversized storage room, a two-car garage, lush landscaping, and exceptional outdoor living spaces.
Listing Agent: Kim Ogilvie (941-951-6660)
2456 ARDEN DR, SARASOTA, FL 34232
$379,90020 Days on yellowkey MLS ID: A4687709
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1348 Built: 1989 Tax: $4,017 (2025)Community: Sarasota SpgsSingle Family
Taxes:$4,017
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Impeccably maintained and ideally located, this charming two-bedroom, two-bath residence is tucked in a quiet section of Sarasota Springs, offering comfort and convenience. From moment you arrive, pride of ownership is evident with a freshly painted exterior and inviting curb appeal. Go inside to a light-filled living room featuring vaulted ceilings and expansive front windows that create an airy, welcoming atmosphere. The thoughtfully designed layout offers a seamless flow, with the bedrooms privately off the main living area and a well-appointed shared bath. The heart of the home opens beautifully into a spacious dining area and an updated kitchen complete with solid wood cabinetry and granite countertops, ideal for everyday living and entertaining. At rear of the home, a cozy family room lined with windows with upgraded custom blinds provides a relaxing retreat and brings in natural views of the backyard. Just off the kitchen, the laundry area offers convenient access to the second full bath, oversized garage and direct entry to the expansive open patio. Go outside to enjoy a generously sized, fully fenced backyard, ideal for pets, play or entertaining, featuring a dedicated fire pit area for gathering under the stars. Recent updates include a new roof (2021) and new air conditioner (2020), offering added peace of mind. Ideally positioned, this home is just minutes from top-rated schools, medical facilities, shopping, dining and a short drive to the world-renowned beaches of Siesta Key. A wonderful opportunity to own a move-in-ready home in a sought-after location so schedule your private showing today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Denise Mattmuller (941-232-8055)
4218 64TH DR E, SARASOTA, FL 34243
$439,000128 Days on yellowkey MLS ID: A4674545
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2005Monthly Fee: $577 Tax: $6,178 (2024)Community: Cascades At Sarasota Ph IiiaSingle Family
Taxes:$6,178
Remarks: Under contract-accepting backup offers. Discover the perfect blend of comfort, style, and resort living in this beautifully maintained 2-bedroom + flex space, 2-bathroom lakefront home, perfectly positioned in the center of the lake for expansive, tranquil water views. From the moment you arrive, the widened driveway and screened entry set the tone for the quality and care found throughout the home. Inside, the bright and inviting layout features all-new luxury vinyl flooring with new baseboards, high ceilings, and an open design. The spacious kitchen offers extra cabinetry, a larger breakfast bar, a double-sized pantry, a brand-new backsplash, and plenty of room for a dinette table. A versatile flex space with doors provides endless possibilities as a home office, den, hobby room, or reading retreat. The primary suite feels like a private sanctuary with separate sinks, a garden tub, a vanity area, a walk-in shower, and a water closet. The secondary front bedroom has been expanded by two feet, offering additional comfort and flexibility. The living room is filled with natural light and showcases a 16-foot-wide sliding glass door that opens to the extended 500-square-foot covered and screened lanai, featuring new tile flooring. It's the perfect space to relax or entertain while taking in the stunning lake views. Water and electric are conveniently available on the lanai, creating even more outdoor living potential. Built for efficiency and peace of mind, the home includes R-30 insulation throughout the entire home and garage, with foam insulation installed between the block walls during construction. The home is equipped with accordion hurricane shutters on all windows and the sliding door. Additional upgrades include a two-foot-longer garage, a new air conditioner (2 years old), and a new hot water tank. Located in the highly sought-after, golf cart–friendly community of Cascades at Sarasota, residents enjoy an exceptional lifestyle with a 25,000-square-foot clubhouse featuring indoor and outdoor heated pools with a hot tub, a state-of-the-art fitness center, yoga and aerobics studios, six Har-Tru tennis courts with an on-site pro, bocce ball, arts and crafts, billiards, a library, and a full calendar of social activities. The HOA fee includes internet, cable, landscaping, irrigation, alarm monitoring, and pest control, allowing for truly low-maintenance living. Ideally situated near UTC Mall, restaurants, Sarasota-Bradenton Airport, and just minutes from downtown Sarasota and award-winning beaches, this exceptional lakefront home offers a rare opportunity to enjoy the very best of active Florida living. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Reeny Kaney (941-954-5454)
528 45TH ST, SARASOTA, FL 34234
$649,000363 Days on yellowkey MLS ID: A4648996
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1637 Built: 1955 Tax: $5,555 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$5,555
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: O la la! Shangri-La! Fall in love at first sight! Nestled under leafy green trees, this enchanting charmer comes with a free-standing studio complete with kitchenette, full bathroom, separate entrance, and outdoor nook blooming with jasmine lingering in the breeze! Turn-key furnished! So bring your daydreams, your live-in lover, and your frolicking, fun friends! Looking for the perfect, precious AirBnb? Located within the City of Sarasota limits, which allows weekly rentals. Waltz through the front door of your fairytale cottage and be tickled pink by the soaring ceilings, original double-sided stone fireplace, handsome built-ins, cute-as-a button stained-glass windows, vintage wallpaper in breakfast nook, and peek-a-boo ferns in the sunny windows. Enjoy your morning cappuccino in your adorable, private, secret garden that awaits your fleet of pretty-pots-of-peonies-a-blooming. Transform the studio into the one and only magical museum of you! A happy haven for your playful paintings, favorite ukuleles, cuddling kitties, and love letter library! Bring your green thumb and your garden gnomes, and bask in the glory of this timeless, idyllic, unique gem. Soak in the serene ambiance of Indian Beach-Sapphire Shores whilst you meander around this charming, historic neighborhood brimming with beauty and stunning, escapee peacocks. Walk to the delightful Ringling Museum, take your kayak for a spin in the bay to admire the pelicans, or hop in your Funmobile for a beach bunny day at Lido less than 5 miles away! Float in the bewitching waves of the glorious ocean; melt with the sherbet sunset, happy and sun-kissed; clink cocktails in the violet twilight with funny friends; foxtrot into your very own fascinating fairytale. You only live once! Swoop before this dream belongs to someone else!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Autumn Beckett (941-376-6983)
3130 WALTER TRAVIS DR, SARASOTA, FL 34240
$1,575,00044 Days on yellowkey MLS ID: A4684531
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3447 Built: 1997Monthly Fee: $369 Tax: $7,655 (2025)Community: Laurel Oak EstatesSingle Family
Taxes:$7,655
Remarks: In the prestigious Laurel Oak Estates, this custom home built by Anchor Builders offers five bedrooms, four baths, a den/office, and approximately 3,447 square feet of living space on nearly one acre. Designed for comfort and entertaining, the spacious floor plan features an updated kitchen with stainless steel appliances, a butlers with wet bar and ample cabinetry. The private primary suite includes two full baths, creating a retreat. Go outside to a beautiful, solar-heated pool with elegant fountains, and an outdoor kitchen, ideal for year-round enjoyment. Additional highlights include a three-car garage, an expansive driveway, a newer roof installed in 2018, hurricane-rated impact glass in all windows, slider doors, and the front door, all protected by hurricane-rated storm shutters, and an oversized outdoor space with mature landscaping and partial rear fencing. On a premium lot, the home has preserve views and no homes directly in front. Convenient to shopping, dining, churches and top-rated schools, including The Classical Academy for grades pre-school through 12th grade. Optional Laurel Oak Country Club membership offers two championship golf courses, Har-Tru tennis, pickleball, dining, an active social calendar and reciprocal privileges with Bird Key Yacht Club. Ownership includes priority placement on Laurel Oak Country Club membership waitlist. A rare opportunity to enjoy space, privacy, and luxury in one of Sarasota’s sought-after communities. Move-in ready and ready to enjoy the best of Florida living. Live the lifestyle at Laurel Oak Estates!
Listing Agent: Linda Dooley (941-400-7359)
1540 HILLVIEW DR, SARASOTA, FL 34239
$7,900,00078 Days on yellowkey MLS ID: A4679306
Bed: 4 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7074 Built: 2000Monthly Fee: $21 Tax: $93,548 (2024)Community: Harbor Acres Sec 2Single Family
Taxes:$93,548
Remarks: This exceptional 4-bedroom, completely renovated in 2020, highlights this waterfront estate in prestigious Harbour Acres offering 100 feet of prime Sarasota Bay frontage with private dock and lift. This masterpiece features 7074 Sq ft of living space with sweeping Bay views, a light filled open floor plan, and exceptional indoor-outdoor flow. A grand entry with dramatic staircase, opens to expansive living and dining areas, framed by floor to ceiling windows overlooking the water. The Italian modern gourmet kitchen offers premium Miele appliances, generous island seating, and a striking double sided gas fireplace shared with the living room - ideal for entertaining. This home provides rare flexibility with primary suites on both the main and upper-level levels, each with en suite baths and walk-in closet, along with additional guest suites, private office, sophisticated wine room, elevator, and dedicated fitness room. Outdoor living is a highlight, featuring a saltwater pool and spa, multiple terraces, outdoor kitchen, and professionally landscaped grounds leading to a concrete seawall and boat dock with a 30,000 pound boat lift, electric, water and fish cleaning station. Southwest exposure delivers stunning sunsets and quick access to Sarasota Bay. Spacious four-car garage complete with an electric charging station - this estate seamlessly blends opulence with modern convenience. Perfectly situated near Sarasota‘s renowned beaches, fine dining, vibrant arts scene, and top-tier medical facilities, this residence offers an unparalleled living experience in one of the most coveted waterfront communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Fernanda Girard (941-504-4327)
6600 DEERING CIR, SARASOTA, FL 34240
$399,00034 Days on yellowkey MLS ID: A4684631
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1652 Built: 1996Monthly Fee: $217 Tax: $4,386 (2025)Community: Deerfield Ph 1Single Family
Taxes:$4,386
Remarks: Under contract-accepting backup offers. Tucked away on a quiet street in Deerfield, one of Sarasota’s best kept secrets just east of I75, this home offers the kind of setting buyers are always searching for but rarely find. Mature trees, low traffic streets, and a true neighborhood feel create a sense of calm the moment you arrive, yet you are only minutes from UTC, Lakewood Ranch, downtown Sarasota, and the Gulf Coast beaches. Inside, the home unfolds with a layout that simply makes sense. Soaring ceilings and natural light carry throughout the main living areas, while the split floor plan provides privacy for both owners and guests. A flexible den sits just off the main space, ideal for a home office, reading room, or an easy conversion for additional sleeping space when needed. This is a home that has been cared for in all the right ways. Impact windows and a newer tile roof completed in 2021 bring confidence and long term value, while the updated bathrooms reflect a clean, modern style that fits today’s buyer. Every detail feels intentional without trying too hard. Out back, the story continues. The lanai opens to a private setting framed by lush landscaping and a subtle divider wall that creates a quiet, secluded retreat. It is the kind of space where mornings start slower and evenings last a little longer. Living in Deerfield means enjoying the ease of maintenance free living without sacrificing the privacy of a single family home. Lawn care, irrigation, and exterior upkeep are handled for you, allowing more time to enjoy nearby favorites like Celery Fields, Nathan Benderson Park, and the endless dining and shopping options along the Fruitville corridor. For buyers looking in Sarasota for a well maintained home with character, location, and everyday livability, this is one that stands apart in all the right ways.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
2544 ORSOVA WAY, SARASOTA, FL 34231
$499,000179 Days on yellowkey MLS ID: A4668849
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1545 Built: 1964 Tax: $4,430 (2023)Community: Phillippi Gardens 14Single Family
Taxes:$4,430
Elementary School: Phillippi Shores Elementary
Tax Year: 2023
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT TO $509,000. SELLER LOOKING FOR OFFERS!!! This amazing property is nestled in a highly sought-after South Sarasota location. It is located off Constitution Blvd. just south of Proctor Road. This unique location provides serenity and privacy yet close to endless dining options and shops. Located just 1 mile from Siesta Key’s world-renowned beaches! It’s a place where luxury meets practicality, creating a perfect balance for modern living. This cozy home is equipped with modern WALL TO WALL TILE, an upgraded SECOND BATH with no expense spared, a large heated pool (RECENTLY resurfaced), newly RESCREENED pool cage, a BRAND NEW ROOF ( FALL 2025) with 15 year warranty, new hurricane windows (FALL 2025), and lastly an over-sized two-car garage. One side of two-car garage is currently using a portion for a game room/ storage/office and can continue to be utilized in this manner or SELLER will remove the walls at buyers request to revert back to the standard garage. NEW PAINT and landscaping complete this wonderful home making it ready to call your own. It’s an ideal setting for hosting gatherings and creating unforgettable memories with friends and family. No HOA, no deed restrictions and no CDD. Some photos are virtually staged.Seller is updating MBA please be patient and cautions as work is in progress.
Listing is courtesy of: D'AGOSTINO REAL ESTATE CONSULTING LLC (941-320-0044)
Listing Agent: Kenneth Dagostino (941-320-0044)
5645 CHURCHILL DOWNS RD, SARASOTA, FL 34241
$1,650,000463 Days on yellowkey MLS ID: A4634600
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2541 Built: 1973 Tax: $5,153 (2023)Community: Sarasota PlantationsSingle Family
Taxes:$5,153
Remarks: Private compound ~ House & Guest House on almost 5 acres tucked at the end of a quiet country lane. Not in flood zone ! This serene oasis includes beautiful pond and 5000 SF outbuilding with successful Pet Resort business, perfect for home-based businesses. The charming, established neighborhood is conveniently located to beautiful beaches and vibrant downtown city life. It is also very HORSE FRIENDLY! The main house (3 Bed/2.1 Bath) & guest house (2 Bed/1.1 Bath) are updated. All buildings have new/newer roofs & windows! Feels far away, yet so close to Siesta Key beaches, downtown Sarasota and SRQ airport. Tons of updates throughout the property. The main house features a modern kitchen and bath updates with a new roof in 2023. The open floor plan and soaring ceilings perfectly frame the lovely views of the L-shaped pond. Thoughtfully designed, this home offers ample storage with a large pantry and separate laundry room with half bath. The large decks provide expansive views of the pond and garden area. The guesthouse, situated well away from the main home, was nicely renovated in 2020. The two-bedroom, one-and-a-half-bath cottage with vaulted ceiling and open floor plan feels and lives much larger than its 1,500 square feet. The living room sliders opening to a walled patio/garden space create a private, serene retreat. The freestanding kennel building, measuring about 5,000 square feet, includes reception and grooming areas, plus a half bath. The kennel includes 30 dog runs, nine cat rooms and three isolation areas for flexible accommodations. The proximity to population centers and easy highway access offers so much potential for pet boarding, doggie daycare, professional dog trainers or show handlers. This well-maintained property is truly an unexpected find and a rare opportunity that blends privacy and convenience. If you've been searching for a family compound, home-based business, dog property or horse property, schedule your private tour today. Check out the tour links, and don't miss the drone tour in link 2! More photos available upon request.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Bill Blume (941-525-6257)
575 S SPOONBILL DR, SARASOTA, FL 34236
$4,595,00061 Days on yellowkey MLS ID: A4682428
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3900 Built: 2023Monthly Fee: $110 Tax: $42,103 (2025)Community: Bird Key SubSingle Family
Taxes:$42,103
Middle School: Pine View School
Remarks: Set within the prestigious island community of Bird Key, this furnished and newly completed custom-built residence (2023) delivers refined coastal living just minutes from Sarasota Bay, St. Armands Circle, and downtown Sarasota. Spanning nearly 4,000 square feet of interior space, the thoughtfully designed two-story layout offers four en-suite bedrooms, a library/media room, den, and 5½ baths, with a shaft in place for a future elevator. The great room serves as the heart of the contemporary home, showcasing European oak hardwood flooring throughout, soaring cathedral ceilings reaching over 21 feet, solid wood beams, and coffered architectural detail. A stone-encased fireplace anchors the space, while walls of impact-rated pocketing glass sliders open directly to the covered patio and outdoor living area, creating a seamless indoor-outdoor flow. Custom built-ins with wainscoting and illuminated display niches provide ideal space for art and decor. The kitchen is designed for both daily living and entertaining, featuring an oversized quartz waterfall island, custom cabinetry with under-cabinet lighting, tile backsplash, walk-in pantry, pot filler, and Wolf and Sub-Zero appliances. Adjacent dining area includes a built-in buffet and direct patio access for effortless hosting. The primary suite is located on the main level, offering pool views, extensive built-ins, and a spa-inspired bath with quartz surfaces, soaking tub, and a walk-in shower with multiple showerheads. A second en-suite bedroom on the first floor—currently used as a fitness room—adds flexibility, along with a dedicated den, laundry room, and a library/media room with custom built-ins and en-suite pool bath access. Upstairs, a spacious loft opens to a private balcony with glass railing, currently used as office space. Two additional guest bedroom suites occupy this level, including one with a walk-in closet. Outdoor living is complete with a fully equipped summer kitchen, covered dining area, stone accent wall, heated saltwater pool with PebbleTec finish, sun shelf, and raised spa. Additional highlights include EnergyStar insulated impact windows and doors, central vacuum, contemporary lighting, three-car garage with epoxy floors, and insulated garage doors. Bird Key offers a premier island lifestyle with proximity to marinas, beaches, and optional membership to the Bird Key Yacht Club. Enjoy quick access to Lido Beach, Longboat Key, and Sarasota’s cultural attractions—including The Bay Park, Selby Gardens, world-class dining, and waterfront events—making this a standout opportunity in one of Sarasota’s most sought-after neighborhoods.
Listing Agent: Roger Pettingell (941-387-1840)
1444 RIDGEWOOD LN, SARASOTA, FL 34231
$3,500,000404 Days on yellowkey MLS ID: A4643594
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3471 Built: 1979 Tax: $7,480 (2024)Community: Aqualane EstatesSingle Family
Taxes:$7,480
Remarks: Substantial bayfront property with sweeping views , this rare waterfront location offers an unparalleled opportunity for builders and investors alike. Boasting an impressive 255 feet of water frontage, this 4-bedroom, 3-bath home is perfectly positioned to capture breathtaking sunsets and panoramic bay views. Whether you choose to renovate the existing residence or create a custom luxury estate to capitalize on the views, the potential is limitless. With prime water access for boating enthusiasts and an unbeatable location near the award winning Siesta Key Beach, world class dining, shopping, and cultural attractions, this is a once-in-a-lifetime chance to own a true Sarasota oasis.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Barbara Dumbaugh (941-349-3444)
811 BLUE SHELL LOOP, SARASOTA, FL 34240
$1,374,90034 Days on yellowkey MLS ID: A4686040
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3072 Built: 2026Monthly Fee: $396 Tax: $5,004 (2025)Community: Shellstone At WatersideSingle Family
Taxes:$5,004
Remarks: Under Construction. Under Construction. This sought after Portside plan in Shellstone defines an open concept with and incredible under roof outside entertaining area. This home is new construction and is estimated to be complete September of 2026. The home features custom cabinets, upgraded quartz countertops throughout and upgraded large plank tile throughout the home. You will not be disappointed in the upgrades and the overall quality of a Homes by Towne build. Residents have access to The Summit at Shellstone Amenity Center, offering a social hall, fitness center, pool and spa, firepit, poolside cabanas, poolside BBQ grills, and a fitness lawn. Additional amenities are available at Midway Park, including a pro shop, screened pavilion, play areas, dog parks, basketball court, 8 pickleball courts, 6 tennis courts, kayak launch, outdoor fitness, shaded picnic areas, and community walking and biking trails. The home is conveniently located near Downtown Waterside Place, Gulf Coast beaches, world-class dining and shopping, several area hospitals, the Sarasota school system, Sarasota International Airport (25 minutes away), and Tampa International Airport (70 minutes away).
Listing is courtesy of: HOMES BY TOWNE REALTY INC (941-907-9799)
Listing Agent: Marissa Stephenson (941-448-1755)
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