Location: Sarasota
Do Not Show Listings
4431 CAMINO REAL, SARASOTA, FL 34231
$4,400,000590 Days on yellowkey MLS ID: A4626321
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3787 Built: 2025 Tax: $4,370 (2023)Community: Oyster Bay EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,370
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2023
Middle School: Brookside Middle
Remarks: Under Construction. Estimated Completion July 2026. You have to see this one in person to understand. Prestigious Oyster Bay Estates Modern design built by The Holliday Group. Nestled on a generous 18,991 sq ft lot with 71 feet of serene lake frontage, this modern oasis offers a blend of style, comfort, and sophistication. This home is not located in a flood zone and everything is on one level (no walking up or down stairs). This residence offers a fantastic alternative to barrier island living, with close proximity to award-winning beaches without the hustle and bustle of island traffic. Designed with durability and safety in mind, this home is built to today's hurricane codes, featuring concrete block construction, impact-rated windows and doors and a 26KW LP gas generator to ensure comfort and piece of mind during any power outages. KEY FEATURES • Open-concept floor plan, featuring a state-of-the-art kitchen with Professional Grade Appliances, quartz countertops, custom cabinetry, Super Vaulted ceilings, oversized windows and sliders and a large kitchen island * This space flows seamlessly into the great room and dining area. The generous primary suite is split from the 2 additional en suite bedrooms and a flex room that can also serve as a 4th bedroom suite • Wide Plank Oak flooring through out the home except for the bathrooms *Attached side entry 3-car garage• Incredible outdoor living area includes a saltwater swimming pool and spa, paver decking, and lush landscaping – perfect for entertaining or relaxing by the water. Green Features: • Icynene open spray foam insulation • 16 SEER multi-zone HVAC system with advanced filtration • Energy-efficient gas grill, cooktop, and fireplace. Located in an excellent school district, this home offers the perfect combination of luxury, convenience, safety and Florida living at its finest. Incredible property and neighborhood on a prime oversized lot.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Carson (941-685-2879)
4588 TUSCANA DR, SARASOTA, FL 34241
$1,195,00051 Days on yellowkey MLS ID: A4689151
0 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3860 Built: 2004Monthly Fee: $169 Tax: $7,249 (2025)Community: TuscanaSpa: YesSingle Family
Taxes:$7,249
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. This is the one * QUALITY BUILT BY LEE WETHERINGTON HOMES * LOCATED BEHIND THE GATES OF RARELY AVAILABLE TUSCANA WHERE YOUR DREAM HOME AWAITS * 'A' RATED SCHOOL DISTRICT * Lovingly cared for by the original owners and the PRIDE OF OWNERSHIP SHOWS * This IMMACULATE home will not disappoint * This Family Estate Home is located on a Premium Lot backing to a 10 Acre Preserve & Pond providing a natural oasis & sense of tranquility * Enjoy the INCREDIBLE SUNSETS * This Custom Built Casablanca model is meticulously designed with 4 Bedrooms that are ALL EN-SUITES + 5 FULL BATHS + a Private Den/Office * The heart of the house is undoubtedly the LOVINGLY RENOVATED CHEF'S KITCHEN with NEW QUARTZITE Countertops, Upgraded Monogram Appliances, Custom Wood Cabinets, NATURAL GAS COOK-TOP, Built-in Oven, an Oversized Refrigerator & a Walk-in Pantry * The Gourmet Kitchen is open to the SPACIOUS FAMILY ROOM * Formal Living Room & Formal Dining Room * The Primary Suite is a sanctuary of comfort and a true retreat that features a THOUGHTFULLY REIMAGINED Spa-style Bath with NEW Walk-in Shower, Freestanding Tub, Dual Vanities & Dual Walk-in Closets * Upstairs is perfect for Guests or a private getaway with 2 En-Suite Bedrooms & a 23 x 17 Bonus Room with a Wet Bar, Mini Refrigerator, Ice Maker & Microwave * Relax on your 2nd story Screened Veranda - THE VIEWS ARE INCREDIBLE! * All of this wraps your Outdoor Oasis with Double Lanais * The Main Lanai is 21x16 with a Built-in Kitchen and a GAS Fireplace * Welcome to Party Central with a Beer Keg Built-in, Mini Refrigerator, Sink, GAS Grill & a Built-in Exhaust System * Travertine Deck * Your SALTWATER Pool & Spa is GAS Heated with a beach style shelf PLUS an Extended Paver Deck outside of the Pool Cage for additional enjoyment * You will not find a better outdoor area than this * Very Private Setting backing to tranquil 10 Acre Preserve & Pond to enjoy the spectacular sunsets * This is the perfect home for entertaining friends & family or simply relaxing in your slice of paradise * 3 Car Garage * NATURAL GAS * Volume Ceilings * Crown Molding * Tray Ceilings * Well for Yard Irrigation * Beautiful Landscaping + Paver Driveway + Sidewalks * Friendly GATED Neighborhood of only 99 Homes * NO CDD Fees * Located in the heart of Sarasota and close to shopping, dining, golf courses & more! * A short drive to World Famous Siesta Key Beach as well as UTC Mall * This truly outstanding home is a MUST SEE * Furniture is available under separate negotiation * One look & youll fall in love * Run, don't walk! *
Listing Agent: Ryan Brown (941-330-7774)
5644 ANTOINETTE ST, SARASOTA, FL 34232
$399,900117 Days on yellowkey MLS ID: A4681215
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1900 Built: 1978 Tax: $1,504 (2025)Community: Green AcresSingle Family
Taxes:$1,504
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Welcome to this versatile Sarasota gem offering space, flexibility, and freedom. Situated on an oversized lot, this 4-bedroom, 2-bath home includes a well-appointed mother-in-law suite featuring 2 bedrooms, a full kitchen, a full bathroom, and a private entrance. The layout allows the home to be used as two separate living units or kept open for a larger or multi-generational family. This home has seen several recent updates, including a new roof installed in January 2025 with warranty, new vinyl flooring throughout in 2025, and air conditioning systems serviced in July 2025 for added peace of mind. A new submersible pump installed in February 2024 comes with a warranty through 2027. A new septic system was installed in 2021. The relaxed, laid-back neighborhood has no HOA, giving you the freedom to park your RV, boat, or other toys right at home. The oversized lot offers ample outdoor space with room to expand, entertain, or store equipment. Ideally located close to shopping, major highways, and just minutes from downtown Sarasota, this property also offers easy access to the area’s world-famous beaches. Whether you’re seeking a primary residence, multi-generational living, or income-producing potential, this home delivers outstanding value in a prime Sarasota location. 2 of the bedrooms and the 2nd kitchen are not reflected on the appraiser's website and public records, Information deemed reliable but not guaranteed. Buyer to verify all information. Don't wait call for your showing today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Brandon Graber (941-330-3808)
2160 SUNNYSIDE PL, SARASOTA, FL 34239
$875,000177 Days on yellowkey MLS ID: A4674367
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 1954 Tax: $8,511 (2024)Community: Hibiscus Park 2Single Family
Taxes:$8,511
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Stylish and turnkey home with the perfect blend of mid-century charm and modern updates. Located in the desirable Sunnyside Park neighborhood, the property features an open, light-filled layout with a renovated kitchen, granite countertops, stainless steel appliances, and a large breakfast bar that flows into the dining and living areas. The spacious primary suite includes a walk-in closet and an updated en-suite bath with double vanity and walk-in shower. Two additional guest bedrooms provide ideal flexibility for family, visitors, or a home office. A second full bath features a deep soaking tub and modern finishes. Step outside to your private tropical oasis with a saltwater pool, landscaped and fully fenced backyard, and a mini putting green - perfect for relaxing or entertaining. The home is offered furnished and includes an in-unit laundry area and driveway parking for two vehicles. Tankless water heater. Just minutes to Siesta Key Beach, downtown Sarasota, St. Armands Circle, dining, shopping, and more. Move-in ready with excellent potential as a primary residence, seasonal retreat, or investment property with weekly rentals allowed.
Listing is courtesy of: ORQUERA FLORIDA INVESTMENTS (941-203-8135)
Listing Agent: Greg Orquera (941-735-9098)
3209 ASHTON RD, SARASOTA, FL 34231
$599,00047 Days on yellowkey MLS ID: A4690471
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1586 Built: 1975 Tax: $5,588 (2025)Community: Ashton ParkSpa: YesSingle Family
Taxes:$5,588
Elementary School: Wilkinson Elementary
Remarks: Location, location, location! This 3-bedroom, 2-bath home with a bonus room sits on a desirable corner lot just 4 miles from world-renowned Siesta Key Beach. Ideally positioned minutes from downtown Sarasota and I-75, this property offers both convenience and lifestyle. Offered turnkey, this home is move-in ready and ideal as a primary residence, seasonal getaway, or investment opportunity. Inside, enjoy a split floorplan with comfortable living spaces, plus a versatile bonus room perfect for a home office, gym, or flex space. Recent updates include a 2020 A/C, along with a brand-new pool and spa, creating a private backyard retreat. The screened lanai overlooks the spacious yard, ideal for relaxing or entertaining. Additional features include a covered carport and under-roof storage. Located near top-rated A schools and just moments from shopping and dining at Gulf Gate Village. Outdoor enthusiasts will love being at the end of the street from Red Bug Slough Preserve, a 72-acre nature preserve with walking trails, picnic areas, and scenic Florida wildlife. No HOA fees. No CDD fees. A rare opportunity to own in a prime Sarasota location.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
1510 LENA LN, SARASOTA, FL 34240
$1,499,000468 Days on yellowkey MLS ID: A4641358
REDUCED by $51,000 (3.3%) on 04/20/2026
Bed: 6 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4125 Built: 1963 Tax: $5,032 (2024)Community: NoneSpa: YesSingle Family
Taxes:$5,032
Remarks: A Private 12-Acre Sarasota Estate Designed for Multi-Generational Living and Complete Privacy Discover a rare opportunity to own a true Sarasota retreat — 12 private acres offering space, freedom, and the ideal layout for multi-generational living. Located in the peaceful Old Miakka area, this expansive property provides exceptional privacy while remaining just minutes from Sarasota’s beaches, dining, and culture. The 4,125 sq ft residence features 6 bedrooms and 3.5 baths, creating natural separation for extended family, guests, or dual-household living. Multiple living areas, a theater room, and a large game room provides flexible spaces for gathering or privacy, making the home perfectly suited for families who want to live together while maintaining independence. With no deed restrictions, you have the freedom to design the lifestyle you want — whether that means a family compound, hobby farm, workshop space, or simply a peaceful sanctuary away from the noise of the city. A large pool area provides a central gathering space for sunny Florida days, while the surrounding acreage ensures the quiet, private environment that rural-estate buyers value most. Properties with this level of privacy and multi-generational potential are rarely available in Sarasota. If you’ve been searching for space, freedom, and a home that can truly accommodate multiple generations, 1510 Lena Lane offers a unique opportunity to create your own private retreat.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
1687 ARLINGTON ST, SARASOTA, FL 34239
$840,000262 Days on yellowkey MLS ID: A4664909
REDUCED by $59,900 (6.7%) on 04/20/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1290 Built: 1925 Tax: $7,925 (2024)Community: Lewis Combs SubSingle Family
Taxes:$7,925
Remarks: Rarely available and always in demand in Sarasota City Limits! This prime lot with pool & 2 structures is situated in the charming Lewis Combs "West of Trail” neighborhood, which is renowned for its exceptional walkability. Morton’s, Southside Village shops, and numerous popular restaurants are within a short walking distance. Downtown, the city’s Bayfront, Selby Gardens, Sarasota Memorial Hospital, and the Sarasota Elementary/High Schools are within in walking distance, while Saint Armands Circle, Lido Beach, Longboat Key, and Siesta Beaches are merely a short drive away. Buyers can bring their own design!! This property is truly a hidden gem, nestled in the heart of all that Sarasota has to offer. The parcel is being sold for land value only.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Lynne Dowd (941-915-5307)
2823 MARSHALL DR, SARASOTA, FL 34239
$1,199,00047 Days on yellowkey MLS ID: A4690497
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1856 Built: 2020 Tax: $8,242 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$8,242
Elementary School: Southside Elementary
Remarks: This stunning one-story custom-built home, completed in 2020, offers the ideal blend of modern design, high-quality construction and an unbeatable location. In the sought-after Southside Elementary School district, this three-bedroom, three-bath residence plus dedicated office is just minutes from Siesta Key, downtown Sarasota and Sarasota Memorial Hospital, placing you at the heart of everything that makes Sarasota exceptional. Designed for comfort and style, this home features a seamless open floor plan with soaring ceilings, corner pocket doors in the office and abundant natural light. The spacious kitchen is a chef’s dream, boasting quartz countertops, an oversized island, custom cabinetry and top-tier appliances. The smoky mirror wall at the entryway and built-in bookshelves add unique character, while recessed LED lighting enhances the contemporary ambiance. Go outside through the expansive sliding glass doors to your private backyard retreat. The pool and spa are surrounded by lush traveler palms, creating a serene, tropical escape. The fully fenced-in yard and generous patio space make this the ideal setting for entertaining or unwinding in privacy. Additional highlights include solid block construction, hurricane/impact-rated windows and doors, a two-car garage with additional driveway parking and a paver driveway for an elegant touch. With no HOA or CDD fees, this move-in-ready home offers the rare opportunity to experience luxury living in one of Sarasota’s desirable neighborhoods. Schedule your private tour today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
157 GARDEN LN, SARASOTA, FL 34242
$1,195,00082 Days on yellowkey MLS ID: A4685180
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2146 Built: 1958 Tax: $9,961 (2025)Community: Siesta Rev OfSingle Family
Taxes:$9,961
Remarks: Under contract-accepting backup offers. Gorgeous remodel in the heart of Siesta Key and a short walk to Shell Beach access. Located a very large corner lot on a dead end street this home has the space, size, and all the amenities for your perfect getaway. This home has character and charm in all ways. From the banyan and palm trees, to the privacy wall, brick walkway, custom gates, and lush landscaping surround your Siesta getaway. This home, BIG PASS HIDEAWAY, a very successful vacation rental in previous years has generated over 105-112k consistently at a 73% occupancy rate. Completely renovated, designer touches, this home is gorgeous. Retro terrazzo floors, Gas fireplace, wood beam ceilings, European designer cabinets, just a few of the touches that bring out the style of this home. 3 main bedrooms and a 4th room connected to the main bedroom to create a double ensuite for the main bedroom that can be used as anything you wish. Currently set up as 4th bedroom with separate access to the pool area, it could easily be a studio, workout room, a nursery, a reading lounge. It's a special feature. As far as the improvements, everything has been completely redone. All new AC's main and mini split, new duct work. All repainted, new kitchen cabinets, new appliances, bathrooms renovated with designer tile. All new wiring, house was replumbed with new stacks and lining in main drain. ALL NEW HURRICANE IMPACT DOORS AND WINDOWS. New Pebble tech pool finish. Roof is 6 years old. New irrigation pump. Low voltage lighting. Tons of outdoor spaces from the oversized pool, to the garden and grilling areas. Hangout on the screened in patio or enjoy the firepit area. Lose track of time on your Florida visits and drift down the street to Siesta Key village and enjoy all it has to offer from shops, to dining, to the best beach USA! This home is gorgeous and priced to sell. Generate income. The choice is yours. Absolutely nothing to do but move and enjoy the siesta key life. Live in it. Schedule your private showing today. ***Can be purchased turnkey fully furnished on a separate bill of sale.***
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Joseph Patoray, Llc (941-448-8971)
3619 PEMBROOK DR, SARASOTA, FL 34239
$585,000117 Days on yellowkey MLS ID: A4681591
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1625 Built: 1970Monthly Fee: $8 Tax: $3,937 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,937
Remarks: Must see this special home! You'll want to move in immediately! Clean, neat, meticulously maintained home in desirable South Gate area, and golfing community, under $600,000. Freshly painted exterior August 2025 with new exterior light fixtures. Barrel tile roof maintenance in 2024, new flat roof over lanai, valleys redone, all roof penetration reflashed, attic solar fan installed. New AC in 2020 with whole house duct cleaning and ultraviolet light installed for mold control, extra insulation added in attic at the same time. New hurricane impact/energy efficient windows installed 2023 with lifetime warranty that is transferable. Hurricane garage door with Lift Master remote. Relax and breathe easy in the security of this block home. Water heater 2yrs. old. New electrical panel 2015. New stove top 12/25. Plenty of room to entertain friends and family on large 1600ft lanai area with extra large pool that looks like a lagoon of beautiful blue water. Pool cage screens replaced 2019, pool motor replaced 2022 and upgraded to variable speed motor. Pool and lanai decking resurfaced 2023. A piece of paradise as your backyard oasis is landscaped for privacy. Huge hass avocado tree grown from seed on side of house with banana trees, and pineapple plants in front that are the sweetest. Wood plantation shutters at all windows. Updated master bath, new tile in kitchen. Herringbone patterned floor tile. Updated ceiling fans add to great atmosphere. Inside laundry room, don't have to go into garage. Freshly cleaned roof and pool cage 11/25/25. 20 minute drive to famous Siesta Beach. Can't find a home in Sarasota in this excellent shape at this price.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Debra Kelly (941-993-9129)
5926 BENEVENTO DR, SARASOTA, FL 34238
$377,00091 Days on yellowkey MLS ID: A4684392
1 Days Off yellowkey (back on 4/16/2026)
REDUCED by $7,000 (1.8%) on 04/15/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2006Monthly Fee: $416 Tax: $3,254 (2025)Community: Isles Of SarasotaSingle Family
Taxes:$3,254
Remarks: Under contract-accepting backup offers. Best priced paired villa in The Isles of Palmer Ranch. 2 bedrooms plus 2 baths, new AC in 2019 & new hot water heater in 2021. Located close to the amenity center. Beautiful screened paver brick lanai with a paver brick extension outside of the screen. Tile throughout the living area with wood look vinyl in other rooms. This maintained villa is a bargain for Palmer Ranch make it yours! Community features resort style amenities: heated pool, tennis, fitness center, clubhouse , bocce court & playground* Located on Popular Palmer Ranch near world famous Siesta Key Beach, shopping, golf, restaurants, Legacy Bike Trail, YMCA & easy access to I-75
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Cynthia Bowers (941-650-4808)
4422 MCINTOSH LAKE AVE, SARASOTA, FL 34233
$773,00081 Days on yellowkey MLS ID: A4686220
REDUCED by $22,000 (2.8%) on 04/11/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2400 Built: 2001Monthly Fee: $54 Tax: $6,458 (2025)Community: Mcintosh LakeSpa: NoSingle Family
Taxes:$6,458
Elementary School: Ashton Elementary
Remarks: Located in the highly desirable McIntosh Lake community of Sarasota, this beautifully maintained 4-bedroom, 3-bathroom home offers an oversized 3-car garage and sits on a spacious corner lot! Inside, you’ll find a bright, thoughtfully designed floor plan with abundant natural light and multiple living and entertaining spaces. The welcoming living room features French doors leading to the screened-in lanai. The spacious kitchen includes a center island, breakfast bar, walk-in pantry, and additional storage, all overlooking the family room with a cozy propane fireplace—perfect for everyday living and entertaining. The split-bedroom floor plan provides privacy, highlighted by a spacious primary suite with walk-in closets, walk-in shower, dual sinks, brand-new countertops and plumbing fixtures throughout the home’s bathrooms, giving a fresh modern feel. Designed for entertaining, an additional seating area includes built-in shelving, a wine rack, and wine refrigerator. Step outside to enjoy the private lanai with heated pool. A buried 250-gallon propane tank heats the pool and also services an outdoor grill hookup. Additional highlights include a new HVAC system (2024), laminate flooring and tile throughout, updated ceiling fans, three new windows and window treatments throughout the home. The kitchen features a new sink and fixtures, while new lighting enhances the breakfast nook, entryway, and formal dining room. The home also offers generous storage, a spacious laundry room, security cameras, a video front doorbell, and a new yard lamp post. Conveniently located just minutes from A-rated schools, Siesta Key Beach, the Legacy Trail, shopping, dining, golf courses, nature preserves, downtown Sarasota, and Sarasota-Bradenton International Airport, this home offers the perfect combination of comfort, location, and Florida lifestyle. Schedule your private showing today!
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Jillian Sacco (941-445-3144)
1690 ASSISI DR #12, SARASOTA, FL 34231
$1,779,00048 Days on yellowkey MLS ID: A4690125
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3097 Built: 2007Monthly Fee: $388 Tax: $15,103 (2025)Community: Portofino On The BaySingle Family
Taxes:$15,103
Elementary School: Gulf Gate Elementary
Remarks: Don’t miss this stunning Mediterranean-Tuscan-style residence, perfectly situated just steps from the Intercostal. This gated Sarasota estate home located in Portofino on the Bay includes its own DEEDED boat slip and remote controlled 10,000 LB. boat lift. Experience being near waterfront without the need for any flood insurance or stress of flooding, but still have your boat in your backyard with Bay access. This model-home-ready property features a private feeder dock slip, offering effortless access to the open water for boating. The Bay opens almost directly across from the newly opened midnight pass with Caribbean worthy turquoise water. Inside, the home has been completely renovated with top-of-the-line appliances and designer finishes throughout, blending luxury with comfort in every detail. The luxury chefs kitchen was renovated in 2023 leaving nothing out, complete with Fulgor Milano appliances. Enjoy the convenience of a first floor master with en suite and his and her wardrobes, a large home office and 10 foot-high ceilings with arched entryways throughout and a 25 foot high foyer with impressive feature wall and fireplace. The upstairs features impressive Cumaru wood flooring and stairs, three large bedrooms and a newly renovated bathroom with tub. The guest suite shows off with a Juliet balcony overlooking the private back yard. The open and inviting layout flows seamlessly into a serene private courtyard - perfect for relaxing or entertaining guests. Unwind in the soaking spa and enjoy the convenience of being just a short drive to downtown Sarasota, world-famous Siesta Key Beach, The Legacy Trail and the newly developing Sarasota Square, placing shopping, dining, and entertainment right at your doorstep. The Portofino on the Bay community has a Kayak Launch, kayak storage and a guest slip for daily visitors passing through. This exceptional home combines timeless architecture with modern elegance in a prime near waterfront location. Don’t miss out on this one.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alexandra Lawson-Baker (703-963-4887)
560 OAKFORD RD, SARASOTA, FL 34240
$1,395,000171 Days on yellowkey MLS ID: A4674764
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 3009 Built: 1998 Tax: $12,552 (2024)Community: Not ApplicableSingle Family
Taxes:$12,552
Elementary School: Tatum Ridge Elementary
High School: Booker High
Remarks: SAY HELLO TO PRIVACY!!! Bring Your Horses or Cows! This is a Hard to find secluded 10 acre estate located just 8.5 miles from I-75 and a short drive to the World Famous Siesta Key Beach! NO HOA or CDD! Zoned OUE1 gives you LOTS OF OPTIONS!! The House was Built in 1998, renovated in both 2013 and 2018, and was just RECENTLY PAINTED. This home overlooks a stocked fishing pond with a wooden dock and built-in Adirondack chairs. Plenty of space for animals and horses. This custom built home in a lovely neighborhood was, according to the previous owner, built to have a second floor added if desired. With over 3,000 square feet under air, it is a very practical open house layout with vaulted ceilings and panoramic views from every window and patio of pasture, ponds, woods and there are no other houses in sight! The front screen enclosed porch also has a spa. The rear brick-paver patio faces west offering amazing sunsets over the pastures and visiting wildlife. The Oversized Garage/Barn is Large Enough for a Car Collection or to Store Tractors and Farm Equipment. It also has a Fully-Equipped Air Conditioned Gym. The home has many upgrades as well such as granite countertops, simulated wood plank tile floors, stainless appliances, custom solid wood cabinets, breakfast bar, and decorative stone fireplace. The SPLIT BEDROOM plan has a spacious master bedroom with walk in closet and jetted tub. The other two bedrooms with walk-in closets are on the other side of the living room with the second bath. There is a man cave/game room with a bar for parties and events or just watching the game on a Sunday with friends. Laundry room with storage is located off of the kitchen. Other structures on site include an oversized metal barn/garage/workshop, RV site/carport, storage shed, detached well-lit 2-car carport, a 2-car carport attached to the house, and chicken coop. This property is completely hidden from the main road making it VERY PRIVATE! Make an appointment today!!
Listing Agent: Jeremy Egglefield (941-809-9200)
5169 OXFORD DR, SARASOTA, FL 34242
$1,498,80046 Days on yellowkey MLS ID: V4948468
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1658 Built: 1994 Tax: $15,228 (2024)Community: Siesta BeachSpa: NoSingle Family
Taxes:$15,228
Remarks: WATERFRONT PARADISE!! Welcome to 5169 Oxford Drive, where this elevated, turnkey-furnished home is perfectly positioned on a stunning canal, offering the ideal opportunity for personal enjoyment or rental income. This beautifully maintained property features 3 bedrooms and 3 bathrooms, along with quick access to open water, making it a dream for boating enthusiasts. Start your mornings with a relaxing cup of coffee or tea in your backyard oasis by the private swimming pool. As the day unfolds, gather with family and friends in the warm, inviting living room while enjoying tranquil canal views. The open-concept layout is designed for effortless living, seamlessly connecting to a chef-inspired kitchen just steps away. Upstairs, you’ll find a spacious bedroom and full bathroom, perfect for guests or added privacy. Downstairs features two en-suite bedrooms, providing comfort and convenience for everyone. Step outside to your own private retreat—ideal for entertaining or unwinding. Spend evenings by the pool, fire up the barbecue, or fish right from your private dock and pier. For adventure, grab your paddleboard and head straight out to the Gulf from your backyard. This home showcases exceptional features and thoughtful upgrades throughout, including: • Durable steel roof • Updated flooring • Indoor laundry • Outdoor grilling area • Private swimming pool • Boat slip • Private fishing pier Located just moments from Siesta Beach, you can easily hop on your golf cart or enjoy a scenic walk to one of Florida’s most beautiful shorelines. This is more than just a home—it’s a lifestyle. Seller is offering a one-year home warranty with a full-price contract. Schedule your private showing today and experience this exceptional property and neighborhood firsthand.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: John Chalkias (614-284-2560)
2806 UPPER TANGELO DR, SARASOTA, FL 34239
$499,00068 Days on yellowkey MLS ID: A4687698
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1538 Built: 1958Monthly Fee: $17 Tax: $4,501 (2025)Community: South GateSingle Family
Taxes:$4,501
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after South Gate neighborhood of Sarasota, ideally located just minutes from world-famous Siesta Key Beach and vibrant Downtown Sarasota. Situated on a highly desirable corner lot, this move-in ready home offers exceptional curb appeal with a newly installed 8-ft vinyl fence, along with a new roof, fascia, and gutters completed in 2023. Step inside to an inviting, light-filled living space where large windows create a bright and airy atmosphere. The flexible layout flows seamlessly into a versatile bonus area—perfect for a home office, sitting room, or additional entertaining space. The updated eat-in kitchen is the heart of the home, featuring freshly painted cabinetry, quartz countertops, stainless steel appliances, and a stylish backsplash—designed for both everyday living and hosting. A dedicated laundry room with built-in shelving doubles as a convenient pantry for added storage, and the home includes a new washer and dryer. French doors lead to the screened lanai, with upgraded wood tile flooring, creating a warm and inviting outdoor living space perfect for relaxing or entertaining. The fully fenced yard, mature canopy, and producing lychee tree contribute to a setting that feels both established and quietly distinctive. This backyard also offers room for play and possibly a pool for the future owner. The primary suite offers a peaceful retreat with an updated ensuite bathroom, featuring a new vanity and walk-in shower. Additional upgrades include fresh interior and exterior paint, new landscaping, vinyl flooring throughout, and added attic insulation (2024) for improved energy efficiency. This home is equipped with hurricane shutters, a 360-degree security system, and surge protection in the electrical panel for added protection and peace of mind. Furniture is available for purchase separately, making this a potential turnkey opportunity. Residents have the option to join the voluntary HOA, which provides access to the South Gate Community Association pool—an added perk that enhances the neighborhood lifestyle. Enjoy an unbeatable Sarasota lifestyle just minutes from shopping, dining, and entertainment, with easy access to the Legacy Trail, Siesta Key and St. Armands Circle. Whether you're searching for a primary residence, seasonal retreat, or investment property, this South Gate home offers the perfect blend of location, upgrades, and lifestyle. The property is maintained with consistent professional care, supporting long-term integrity. Schedule your private viewing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
4255 BOCA POINTE DR, SARASOTA, FL 34238
$1,345,00068 Days on yellowkey MLS ID: A4687256
2 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3312 Built: 1988Monthly Fee: $75 Tax: $6,320 (2025)Community: PrestanciaSpa: YesSingle Family
Taxes:$6,320
Remarks: Under contract-accepting backup offers. Set on one of the most desirable streets in TPC Prestancia, this residence offers the presence and grace of a classic estate enhanced with a touch of Mediterranean flair. Mature oak trees frame the property, while towering pines along the rear create a beautiful natural backdrop that complements the home’s timeless architecture. The setting is completed by immediate, sweeping views of the golf course, bringing light, openness, and the signature Prestancia landscape right to your lanai. Inside, the home features 4 bedrooms (one currently used as an office), 3 full bathrooms, all arranged with a sense of scale and refinement. High ceilings, generous room sizes, and large windows create bright, inviting living spaces. The traditional gourmet kitchen, open towards the family room is designed for both everyday comfort and entertaining, offering granite countertops, classic cabinetry, high-end stainless-steel appliances (Miele dishwasher, Wolf cooktop), large pantry and excellent workspace. A formal dining room adds an elegant space for gatherings and special occasions, perfectly positioned within the home’s traditional layout. The living-room with sliding doors blends seamlessly indoor and outdoor living. The outdoor living area is a highlight: sparkling pool and spa and an expansive screened lanai ideal for relaxing or hosting. The views of the manicured fairways and the surrounding natural landscape make this space feel both elegant and serene. In addition, the side yard offers ample space to gather and play. Significant updates add peace of mind, including impact windows and sliders, two new AC units, brand-new pool cage, new water heater... These improvements blend seamlessly with the home’s classic character (arches, crown moldings, plantation shutters, hardwood floors) offering modern comfort within a timeless setting. Laundry and two-cars garage complete the property. TPC Prestancia community provides 24/7 gated security and is recognized as an Audubon Certified Sanctuary, with 565 acres of mature trees, wildlife, and walking paths. Fine dining, shopping is only minutes away! Located only 4 miles from world-renowned SIESTA KEY BEACH, this home blends golf course tranquility with exceptional coastal convenience. TPC Prestancia social, sports (tennis, brand new pickleball courts, gym in construction) and golf memberships are available and optional. This is a rare opportunity to own a home, move in condition that combines estate-level presence, thoughtful updates, and one of the most attractive golf-course settings in Sarasota. Schedule your private showing today. Floorplan and 3D tour available
Listing Agent: Pascale Durand (973-727-9784)
3809 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,850,00079 Days on yellowkey MLS ID: A4685858
Bed: 4 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 6259 Built: 2007Monthly Fee: $656 Tax: $28,532 (2025)Community: Founders ClubSpa: YesSingle Family
Taxes:$28,532
Remarks: Sprawling 6,259 square foot estate on .76 acre in The Founders Club boasts breathtaking sunset golf and lake views over the third fairway in one of Sarasota’s premier lifestyle golf communities. Architecturally grand details are evident throughout this two-story residence with its generously-proportioned living spaces, volume coffered ceilings, built-in wood detailing, three gas fireplaces, accentuated by oversized windows and ten foot impact sliders to take in the breathtaking surrounding vistas. The oversized lanai is anchored with travertine decking, gas fireplace, heated pool/spa and engulfed by the sublime views at every turn, while seamlessly connecting to the invitingly large living and great rooms open to the gourmet kitchen where form and function reigns cohesively. Chefs will delight with the custom wood cabinetry, sprawling granite counters, high performance appliances, wet bar with sink and fridge, butler pantry bar, built-in desk, walk-in pantry, walk-in hidden wine room with two wine fridges, and large breakfast nook area with built-in bench seating. The residence also features a magnificent club room adjoining the home's fifth full bath, offering an expansive retreat behind double doors complete with dry bar and refrigerator, direct lanai access, and sweeping golf and lake views. Relax and unwind in the oversized owner’s retreat on a private wing with its own sitting room, a gas fireplace, disappearing sliders open to the lanai, two walk-in customized closets, and an opulent spa-like bath adorned with onyx and marble, a dual entry walk-in shower with multiple shower heads, bench seating, two vanity stations with abundant storage, make-up vanity, oversized jetted tub, and separate water closet with bidet. Family and overnight visitors will be right at home with 3 generously sized guest rooms all outfitted as large suites with private full baths and walk-in closets, one on the main level, and two on the upper level with direct veranda access. Upstairs is also large theater room designed for cinema seating. Other notable highlights of this all-encompassing four-bedroom suite residence includes a private Office with built-ins and plantation shutters, a separate Powder Room conveniently located, a laundry room with sink, cabinetry and storage closet, solid interior doors, central vacuum, newer water heater, 4 AC units aged between 2020 and 2022, landscape lighting, GENERATOR, paver driveway, and a split 4-car courtyard garage with newly replaced operating mechanisms. This one-of-a-kind masterpiece is a testament to refined living in the Founders Club with over 700 acres of natural beauty offering low density living with 262 homesites, a Robert Trent Jones, Jr. designed 18 hole championship golf course, tennis courts, fitness center, miles of brick pavered walking paths, and fabulous 24,000 square foot clubhouse with a full calendar of events, positioned conveniently with easy access to Lakewood Ranch’s Waterside Place and Sarasota's downtown, beaches, shopping, dining and medical centers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tina Ciaccio, P.A. (941-685-8420)
376 WEST ROYAL FLAMINGO DR, SARASOTA, FL 34236
$7,595,00086 Days on yellowkey MLS ID: A4684376
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3137 Built: 1967Monthly Fee: $110 Tax: $74,214 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$74,214
Remarks: Exceptional Bayfront Lot with home located within the exclusive community of Bird Key. This unique waterfront lot offers a rare opportunity to purchase over a half acre of prime bay front property offering endless opportunities for new construction. Boasting 225 feet of seawall frontage, this parcel captures sweeping southwest vistas of Lido Key, Big Pass, and Otter Key. Protected waters provide the ideal location for the most avid boating enthusiasts. The three bedroom, three and half bath single family home with heated pool and spa captures Florida's true waterfront lifestyle. Spacious living areas take full advantage of the views overlooking the bay with spectacular sunsets perfect for entertaining or simply enjoying the serenity and tranquility of coastal living. This is truly waterfront living at its finest. Bird Key offers a unique lifestyle for the most discerning buyer with close proximity to St Armands Circle, Longboat Key, and vibrant downtown Sarasota - the perfect balance of privacy and convenience. Residents may also enjoy membership to the Bird Key Yacht Club, which is currently undergoing a complete rebuild. The Yacht Club offers access to a myriad of activities including tennis, pickle ball, fitness facilities, dining, and social events. This home is being sold "as is" with the right to inspect.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Mary Ann Dabney (941-350-9806)
5416 HOPE SOUND CIR, SARASOTA, FL 34238
$690,000244 Days on yellowkey MLS ID: A4667217
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2019Monthly Fee: $401 Tax: $703 (2024)Community: Sunrise PreserveSingle Family
Taxes:$703
Remarks: This beautifully maintained home features one of the most sought-after floor plans in Sunrise Preserve. From the moment you step inside, you’ll appreciate the thoughtful details, wide-open layout, and excellent room sizes throughout. Unlike many Florida homes, this residence offers exceptional storage, including two walk-in closets in the owner’s suite, a spacious kitchen pantry, two additional hallway closets, and decorative niches and shelving that add charm and functionality. The gourmet kitchen is anchored by a massive island with gorgeous quartz countertops, offering ample prep space and seating. Adjacent to the island, a dining area flows seamlessly into the expansive living space, perfect for everyday living or entertaining. The oversized second bedroom provides comfort for guests, while the large flex room—conveniently situated between the guest space and owner’s suite—can easily be converted into a third bedroom if desired. The owner’s suite is a private retreat with preserve views, two walk-in closets, split vanities with quartz counters, and a spacious bath. At the back of the home, sliding glass doors lead to a significantly enlarged screened lanai, professionally coated in March 2025, offering nearly 500 square feet of outdoor living space. The fenced backyard overlooks a serene, private preserve, creating a secluded oasis. The den/office/flex room can easily be converted to a 3rd bedroom with closet from the hallway converted. Nestled on a private dead-end street with no through traffic, this home enjoys both tranquility and convenience. Sunrise Preserve is a resort-style, amenity-rich community featuring a pool, spa, outdoor kitchen, fitness center with training room, party room, tennis, pickleball, and monthly social events, live music, food trucks, and more. Golf carts are welcome, making it easy to enjoy everything the community has to offer. Location is unbeatable—just take Clark Road straight to world-famous Siesta Key Beach and Village, or head south to Osprey, Nokomis, and Venice without needing I-75. Sarasota also offers endless dining, shopping, theater, boating, arts, and entertainment options. This is the Florida lifestyle at its very best—private, spacious, amenity-rich, and perfectly located. Click on the link for a 3D tour of this home.
Listing is courtesy of: REALTY BY DESIGN LLC (941-779-4509)
Listing Agent: Brian Odonnell (941-779-4509)
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