Sarasota, FL Homes for Sale with Private Pool

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  /90

  $6,750,000

  • 6 Beds
  • 5.5 Baths
  • 4,561 Sq Ft

  7152 Point of Rocks Cir, Sarasota, FL 34242

  Commanding a dramatic Gulf-front position atop Point of Rocks, this extraordinary coastal compound offers a front-row seat to sweeping 180 panoramic views and unforgettable sunsets over the Gulf of Mexico. Built to the highest Florida Green Building Coalition standards, this home is majestically poised 13.9' above sea level to appreciate rolling waves gently lapping against the rocks and sandy

  Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  7152 Point of Rocks Cir, Sarasota, FL 34242
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  /73

  $2,595,000

  • 3 Beds
  • 3 Baths
  • 2,700 Sq Ft

  3606 Palonia Ct, Sarasota, FL 34239

  A rare and extraordinary offering, this is the three bedroom / three full bathrooms with bonus room home everyone has been waiting for. Rebuilt from the ground up between 2021–2024, this stunning farmhouse-coastal estate blends timeless charm with modern luxury on a beautifully landscaped .45-acre lot, providing one of the largest under grass rear yards west of trail in the exclusive Granada

  Daria Fairchild COLDWELL BANKER REALTY

  3606 Palonia Ct, Sarasota, FL 34239
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  /88

  $7,995,000

  • 5 Beds
  • 3.5 Baths
  • 4,284 Sq Ft

  222 Morningside Dr, Sarasota, FL 34236

  An extraordinary expression of modern waterfront living, this custom-designed Sarasota residence seamlessly blends architectural distinction, refined interiors and a tranquil Bayou setting flowing directly into the Gulf of Mexico, creating a home that is visually striking and effortlessly livable. Thoughtfully conceived by the owners, this exceptional five-bedroom, three full-bath and one

  Moriah Taliaferro PREMIER SOTHEBY'S INTERNATIONAL REALTY

  222 Morningside Dr, Sarasota, FL 34236
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  /63

  $1,695,000

  • 4 Beds
  • 3 Baths
  • 2,307 Sq Ft

  1864 Goldenrod St, Sarasota, FL 34239

  BEST VALUE WEST OF THE TRAIL! OVER $250,000 PRICE IMPROVEMENT! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the

  Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  1864 Goldenrod St, Sarasota, FL 34239
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  /42

  $5,995,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 4 Baths
  • 3,832 Sq Ft

  701 Tyler Dr, Sarasota, FL 34236

  An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a

  Mark J Baron COLDWELL BANKER REALTY

  701 Tyler Dr, Sarasota, FL 34236
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  /80

  $790,000

  • 4 Beds
  • 3 Baths
  • 2,509 Sq Ft

  5482 Beneva Woods Cir, Sarasota, FL 34233

  Set in the quiet and charming Beneva Woods community, this lovingly remodeled 4-bedroom, 3-bath home offers privacy, architectural character, and a peaceful connection to nature, just 15 minutes from downtown Sarasota.The home is surrounded by mature trees and opens to a serene backyard with a screened pool and tranquil lake views beyond. Enjoy a quiet morning coffee or a relaxed evening

  Justyna Michalowska PREFERRED SHORE LLC

  5482 Beneva Woods Cir, Sarasota, FL 34233
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  /58

  $5,275,000

  • 5 Beds
  • 5.5 Baths
  • 4,038 Sq Ft

  436 S Polk Dr, Sarasota, FL 34236

  Impressive coastal luxury home featuring exquisite finishes throughout and only a block from the beach in the famous Lido Key, Sarasota. Generously sized en-suite 5 bedrooms, and 5 1⁄2 bathrooms, along with a 2-car garage, pool, spa, and slide that is certain to please either homeowner or investor looking to invest in an income-producing vacation rental. Turnkey furnished, this beautiful home is

  Terry Cordle EXIT KING REALTY

  436 S Polk Dr, Sarasota, FL 34236
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  /54

  $950,000

  • 4 Beds
  • 3 Baths
  • 2,874 Sq Ft

  4511 Tuscana Dr, Sarasota, FL 34241

  Welcome to 4511 Tuscana Lane, a refined and beautifully crafted Lee Wetherington residence where timeless design, thoughtful upgrades, and effortless indoor–outdoor living come together in perfect harmony. Impeccably maintained and richly appointed, this home offers a level of comfort and sophistication rarely found. Stepping inside, you’re greeted by dramatic volume ceilings, elegant

  Natalie Gutwein MICHAEL SAUNDERS & COMPANY

  4511 Tuscana Dr, Sarasota, FL 34241
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  /34

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 1,956 Sq Ft

  5381 Palos Verdes Dr, Sarasota, FL 34231

  Exceptional waterfront living on Phillippi Creek. This is a boater’s paradise with rare, unobstructed access to Phillippi Creek. This exceptional waterfront property offers 202 feet of solid seawall with no mangroves, expansive water views, and the privacy of a tucked-away cul-de-sac location. With ample space to park a boat or RV and a long private driveway, this home is perfectly suited for

  Reeny Kaney RE/MAX ALLIANCE GROUP

  5381 Palos Verdes Dr, Sarasota, FL 34231
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  /78

  $749,000

  • 2 Beds
  • 4 Baths
  • 1,842 Sq Ft

  703 Whitfield Ave, Sarasota, FL 34243

  Appraised at 750k this completely remodeled home over 375k spent up to an exceptional standard with expansive views of Sara Bay Golf Club. The home sits on a .38-acre lot and has a large completely enclosed swimming pool. Outdoor entertaining is a breeze with the indoor-outdoor patio accessed through expansive sliding doors. The kitchen designed for the chef of the family has stainless steel

  Martin Rake MVB REAL ESTATE LLC

  703 Whitfield Ave, Sarasota, FL 34243
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  /50

  $549,500

  • 4 Beds
  • 3 Baths
  • 2,054 Sq Ft

  2290 Vintage St, Sarasota, FL 34240

  This is the one * LAKE VIEWS * 'A' RATED SCHOOL DISTRICT INCLUDES TATUM ELEMENTARY * A TRUE 4 BEDROOM * 3 BATHS * 3 CAR GARAGE * Beautiful, Heated Caged Pool * NEW IMPACT GLASS WINDOWS & DOORS FOR YOUR PEACE OF MIND * NEW ROOF 2022 * Formal Living Room & Formal Dining Room * NEW Chef's Kitchen with NEW Solid Wood Cabinets, NEW Center Island and NEW QUARTZ Countertops * The Kitchen is open to the

  Ryan Brown RE/MAX ALLIANCE GROUP

  2290 Vintage St, Sarasota, FL 34240
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  /54

  $720,000

  • 3 Beds
  • 2 Baths
  • 1,815 Sq Ft

  4594 Trails Dr, Sarasota, FL 34232

  Welcome to your own private tropical oasis, perfectly situated in the heart of Sarasota. Set on an expansive 0.39-acre corner lot, this beautifully renovated pool home offers the ideal blend of serenity, space, and modern coastal living. Surrounded by lush landscaping and designed for both relaxation and recreation, the property presents a peaceful retreat while remaining just minutes from

  Lindsay Nock MICHAEL SAUNDERS & COMPANY

  4594 Trails Dr, Sarasota, FL 34232
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  /50

  $899,000

  • 5 Beds
  • 4 Baths
  • 3,256 Sq Ft

  2605 Sunnybrook Dr, Sarasota, FL 34239

  Rare gem in Sarasota’s highly desirable Southgate neighborhood, East of the Trail. Just minutes from Siesta Key Beach, Lido Beach, St. Armands Circle, downtown Sarasota, and Sarasota Memorial Hospital, this 5-bedroom, 4-bathroom residence offers the perfect blend of space, flexibility, and long-term value.Situated on a private corner lot, the home provides versatile living space designed to

  Viktoriia Popova CORE REALTY ASSOCIATES, INC

  2605 Sunnybrook Dr, Sarasota, FL 34239
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  /59

  $1,400,000

  • 4 Beds
  • 4 Baths
  • 2,927 Sq Ft

  4646 Gleason Ave, Sarasota, FL 34242

  Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key. Renovated with meticulous attention to detail, this newly updated home features an expansive,

  Victor Maravi Passara KELLER WILLIAMS ON THE WATER S

  4646 Gleason Ave, Sarasota, FL 34242
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  /83

  $26,000,000

  • 5 Beds
  • 7 Baths
  • 10,600 Sq Ft

  7366 Point of Rocks Rd, Sarasota, FL 34242

  Rising above an enviable stretch of shoreline, this Gulf-front estate showcases timeless architecture and coastal refinement. Designed by CMSA Architects and completed in 2020, the residence features layered rooflines, sculpted stone staircases, and soaring arched windows across more than 180 feet of Gulf frontage. With 10,600 square feet of interiors and 20,982 square feet in total, the home

  Joel Schemmel DOUGLAS ELLIMAN

  7366 Point of Rocks Rd, Sarasota, FL 34242
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  /59

  $1,295,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,362 Sq Ft

  1958 Morris St, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Now offering buyer incentives and priced below appraised value! This exceptional single-family pool home offers the perfect blend of space, flexibility, and prime Sarasota location. Featuring 4 bedrooms and 3 full bathrooms, this residence is thoughtfully designed to accommodate a variety of living arrangements, including two primary suites, each

  Jon Patella WAGNER REALTY

  1958 Morris St, Sarasota, FL 34239
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  /57

  $520,000

  • 3 Beds
  • 2 Baths
  • 2,011 Sq Ft

  4356 Marcott Cir, Sarasota, FL 34233

  Welcome home! 4356 Marcott Cir is ready for its new owners! Located in the heart of sunny Sarasota, FL, this SOUTH FACING, POOL home truly has it all! Offering 2,011 SQFT, this 3 bed, 2 bath, 2 car garage residence is the perfect FL getaway. This OPEN CONCEPT floor plan makes entertaining a breeze. The chef of the family will appreciate the SPACIOUS KITCHEN with STAINLESS STEEL APPLIANCES.

  Mackenzie Davis-Mahan DOWNING FRYE REALTY, INC.

  4356 Marcott Cir, Sarasota, FL 34233
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  /60

  $69,000

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  5642 Scarborough Ln, Sarasota, FL 34241

  THIS HOME IS ON LEASED LAND WITH AN APPROXIMATE MONTHLY LOT RENTAL FEE OF $1600 FOR THE NEW OWNER. PLEASE CALL THE LISTING AGENT DIRECT FOR ALL SHOWINGS, PROPERTY DETAILS AND COMMUNITY INFORMATION. FOR FULL DETAILS OF INCLUSIONS SEE DESCRIPTION BELOW. If "style and comfort" is what you're seeking, then this lovely home built in 1987 and fully renovated in 2025 is it! Located in Camelot

  Joseph Reiss American Mobile Home Sales of Tampa Bay, Inc.

  5642 Scarborough Ln, Sarasota, FL 34241
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  /83

  $119,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  6253 Chalgrove Cir, Sarasota, FL 34241

  THIS HOME IS ON LEASED LAND WITH AN APPROXIMATE MONTHLY LOT RENTAL FEE OF $1600 FOR THE NEW OWNER. PLEASE CALL THE LISTING AGENT DIRECT FOR ALL SHOWINGS, PROPERTY DETAILS AND COMMUNITY INFORMATION. FOR FULL DETAILS OF INCLUSIONS SEE DESCRIPTION BELOW. This gorgeous home built in 1987 features 1344 sq ft and was fully renovated in 2025. Located in the gated community of Camelot East Village this

  Joseph Reiss American Mobile Home Sales of Tampa Bay, Inc.

  6253 Chalgrove Cir, Sarasota, FL 34241
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  /33

  $499,900 Open Sat 10AM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,793 Sq Ft

  3326 Rowena St, Sarasota, FL 34231

  Move-in or Rental Ready. Beautifully updated 3-bedroom, 2-bath residence in the Gulf Gate community, less than 3 miles from the gorgeous white sands of Siesta Beach. Classic Florida split 3/2 open-concept floorplan with modern updates, all overlooking the updated natural stone deck, heated pool and scenic waterside. Inside, you’ll find a bright, open layout designed for both everyday living and

  Ben Cannon BRIGHT REALTY

  3326 Rowena St, Sarasota, FL 34231
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  /61

  $675,000

  • 3 Beds
  • 3 Baths
  • 2,201 Sq Ft

  7681 Uliva Way, Sarasota, FL 34238

  Stunning Lakefront Oakmont pool home in the resort style community of VillageWalk with open concept. 2,201 living SF w/10-12 Ft ceilings. Kitchen has a closet pantry and solid surface countertops overlooking the Great Room and Dining area for easy entertaining. Two 8 Ft slider doors open onto the lanai w/private pool and view of the quiet lake. When building, the owner chose to bump out the lanai

  Carol Palmeri RE/MAX ALLIANCE GROUP

  7681 Uliva Way, Sarasota, FL 34238
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  /35

  $1,100,000

  • 4 Beds
  • 3 Baths
  • 2,160 Sq Ft

  1917 Bahia Vista St, Sarasota, FL 34239

  A rare and soulful architectural treasure tucked within Avondale, one of Sarasota’s most enduring and affluent neighborhoods since the early 1900s. Located at 1917 Bahia Vista Street, this mid-20th-century residence offers a once-in-a-lifetime opportunity to own a home where timeless design, authentic character, and lush tropical privacy converge. Set on a supremely private, verdant lot, the main

  Adnan Dedic COMPASS FLORIDA LLC

  1917 Bahia Vista St, Sarasota, FL 34239
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  /37

  $1,095,000

  • 4 Beds
  • 3.5 Baths
  • 2,314 Sq Ft

  5151 Saint Albans Ave, Sarasota, FL 34242

  Charming Coastal Oasis in the Heart of Siesta KeyNestled on a serene, tree-lined property, this inviting 4-bedroom, 3.5-bath beach-style home offers the perfect blend of tranquility, charm, and central location. Step into a spacious, light-filled living area with an open kitchen layout—ideal for hosting friends and making family memories. Freshly updated with new paint, gleaming quartz

  Dianne Anderson COMPASS FLORIDA LLC

  5151 Saint Albans Ave, Sarasota, FL 34242
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  /83

  $1,595,000

  • 3 Beds
  • 3 Baths
  • 2,688 Sq Ft

  724 Crosswind Ave, Sarasota, FL 34240

  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,

  Charles Totonis PREMIER SOTHEBY'S INTERNATIONAL REALTY

  724 Crosswind Ave, Sarasota, FL 34240
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  /28

  $675,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft

  3310 Mineola Dr, Sarasota, FL 34239

  Nature lovers will enjoy overlooking the Jaffa Canal connecting to Phillippi Creek, then Access out to Little Sarasota Bay, the Intercoastal Waterway & Gulf Waters! County dredging project underway of creek and canal behind this home! Discover Paradise in this Beautifully detailed Pool home built on 1/3 acre on an island & private cul-de-sac. It is ideal for a full-time homestead or seasonal

  Solveiga Spalvins LPT REALTY LLC

  3310 Mineola Dr, Sarasota, FL 34239
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  /80

  $829,900

  • 3 Beds
  • 3 Baths
  • 2,438 Sq Ft

  5311 Nathaniel Place, Sarasota, FL 34233

  NEW METAL ROOF DECEMBER 2024 at a cost of $70+K. NEWER AC 2021. Pool heater, filter and pump replaced 2023. Kitchen updated in 2021. Location is a prize. Oh, so close to Siesta Key beaches, Sarasota downtown, great shopping, and highly acclaimed eateries. Easy access to US-41, I-75 & a short drive to St. Armands Circle, Marie Selby Gardens, Sarasota/Bradenton airport, popular UTC shops &

  Shirley Dabringhaus SUNSET REALTY

  5311 Nathaniel Place, Sarasota, FL 34233
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  /45

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft

  4848 Camphor Ave, Sarasota, FL 34231

  This charming 3-bedroom, 2-bathroom ranch-style pool home is perfectly situated in a quiet, established neighborhood just minutes from the top-rated Riverview High School.Designed for the classic Florida lifestyle, the home features a bright and airy open floor plan with seamless flow from the living areas to the outdoor space. The heart of the home is the spacious combined family room and

  Roberta Rodgers-Mislyan KELLER WILLIAMS ON THE WATER S

  4848 Camphor Ave, Sarasota, FL 34231
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  /43

  $685,000

  • 3 Beds
  • 2 Baths
  • 2,187 Sq Ft

  5676 Beneva Woods Cir, Sarasota, FL 34233

  Welcome to your own private slice of paradise in the highly sought-after Beneva Woods community! This beautifully renovated home offers an unparalleled blend of luxury living and serenity, maturely landscaped privacy, perfect for both entertaining and relaxation. Prepare to be wowed by the stunning custom luxury heated saltwater pool, the centerpiece of your backyard retreat. Featuring marble

  Brent Martin MARCUS & COMPANY REALTY

  5676 Beneva Woods Cir, Sarasota, FL 34233
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  /33

  $2,095,000

  • 3 Beds
  • 3.5 Baths
  • 2,618 Sq Ft

  1846 Lincoln Dr, Sarasota, FL 34236

  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

  Fred Sassen MICHAEL SAUNDERS & COMPANY

  1846 Lincoln Dr, Sarasota, FL 34236
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  /77

  $4,695,000 Open Thu 1PM - 4PM

  • 4 Beds
  • 4.5 Baths
  • 4,224 Sq Ft

  1516 S Orange Ave, Sarasota, FL 34239

  The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4

  Karen Greco GRECO REAL ESTATE

  1516 S Orange Ave, Sarasota, FL 34239
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  /62

  $1,895,000

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  410 Garfield Dr, Sarasota, FL 34236

  Coastal Charm Steps from the Sand — Your Lido Key Oasis Awaits! Location, luxury, and timeless Florida charm come together at this beautiful beachside bungalow, just one block from the sparkling shores of Lido Key Beach. Nestled in the prestigious St. Armands Circle neighborhood, this turnkey-furnished coastal home offers a rare opportunity to own a piece of paradise in one of Sarasota’s most

  Jay Travis RE/MAX ALLIANCE GROUP

  410 Garfield Dr, Sarasota, FL 34236
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  /68

  $639,000

  • 3 Beds
  • 2 Baths
  • 2,203 Sq Ft

  5970 Roseto Place, Sarasota, FL 34238

  This home has been magnificently maintained and is absolutely move-in ready. 3 bedrooms, 2 bathrooms plus den with a 2 car garage and a heated pool. This is the Oakmont floor plan- one of DiVosta's most popular designs. The kitchen has been updated with quartz countertops, newer appliances (convection oven), wood cabinets and additional lighting. The office/den and guest bedrooms feature

  William Taft GALLERY PROPERTIES INTERNATIONAL

  5970 Roseto Place, Sarasota, FL 34238
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  /41

  $999,900

  • 3 Beds
  • 3 Baths
  • 2,962 Sq Ft

  4575 Satinleaf Ln, Sarasota, FL 34241

  RECENTLY IMPROVED PRICE!! Set on 1.1 private acres with lake views in the quiet, deed-restricted Country Creek community, this 3-bedroom, 3-bath, 2,962 SF residence offers the space and comfort ideal for family living and hosting. The open floor plan with high and vaulted ceilings throughout creates a bright, expansive atmosphere, while the split bedroom layout, large office, and separate den

  Emerson Robbins HARRY ROBBINS ASSOC INC

  4575 Satinleaf Ln, Sarasota, FL 34241
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  /91

  $5,500,000

  • 9 Beds
  • 8.5 Baths
  • 4,149 Sq Ft

  149 Mckinley Dr, Sarasota, FL 34236

  This custom-built residence showcases refined craftsmanship and thoughtfully curated luxury upgrades throughout. The home features soaring ceilings and expansive floor-to-ceiling windows that create a dramatic architectural statement while maximizing natural light. Wide-open living spaces are enhanced by high-end tile flooring, sleek modern lines, and a seamless indoor-outdoor flow designed for

  Danielle Dietrich COLDWELL BANKER REALTY

  149 Mckinley Dr, Sarasota, FL 34236
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  /33

  $1,950,000

  • 3 Beds
  • 3.5 Baths
  • 3,639 Sq Ft

  12016 Legacy Estates Blvd, Sarasota, FL 34238

  Welcome to 12016 Legacy Estates Blvd, a meticulously maintained 3-bedroom, 3.5-bath home offering 3,639 sq. ft. of living space in a sought-after resort-style community. This spacious residence features beautiful porcelain tile floors, abundant natural light, and an open layout designed for both comfortable living and entertaining. The home provides plenty of space for family and guests and

  Austin Hager RE/MAX ALLIANCE GROUP

  12016 Legacy Estates Blvd, Sarasota, FL 34238
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  /27

  $77,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  4200 Voorne St, Sarasota, FL 34234

  Totally Remodeled Home, Stunning, Must See !!!!!! Welcome to The Winds of St. Armands North 55+ Community! This is a beautifully renovated mobile home on a CORNER lot in a pet-friendly, 55+ community on a leased lot (currently accepting applicants over 40). The 2BR/2BA home has undergone extensive upgrades and is perfect for comfortable living, dining, and hosting gatherings. If you're searching

  Stacey Lyle Sunset Home Sales

  4200 Voorne St, Sarasota, FL 34234
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  /49

  $2,595,000

  • 5 Beds
  • 4 Baths
  • 3,691 Sq Ft

  6677 Mandarin Rd, Sarasota, FL 34238

  Set behind a sense of quiet seclusion on 6.9 private acres, yet centrally-located in Palmer Ranch, this exceptional estate presents a rare opportunity to own acreage, privacy, and flexibility with no HOA — a combination increasingly difficult to find. Solid concrete construction, soaring 12-foot ceilings, and an expansive open layout create a home that feels both grand and welcoming, perfectly

  Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  6677 Mandarin Rd, Sarasota, FL 34238
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  /65

  $1,950,000

  • 4 Beds
  • 3.5 Baths
  • 2,483 Sq Ft

  3331 Old Oak Dr, Sarasota, FL 34239

  A private, gated masterpiece where Old Florida romance meets modern coastal luxury.Tucked within the coveted West of the Trail enclave, this exquisitely reimagined estate delivers a rare blend of architectural heritage, refined craftsmanship, and elevated contemporary living. Beyond the stately motorized wrought-iron gate, a sweeping brick-paver drive meanders beneath towering live oaks,

  Adnan Dedic COMPASS FLORIDA LLC

  3331 Old Oak Dr, Sarasota, FL 34239
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  /36

  $3,700,000

  • 4 Beds
  • 4.5 Baths
  • 4,058 Sq Ft

  1622 Kenilworth St, Sarasota, FL 34231

  Located West of Trail near the historic Field Club, this stunning residence is a refined interpretation of British West Indies architecture, offering over 4,000 square feet of thoughtfully designed single-level living. Set on an estate lot, the home blends timeless coastal elegance with exceptional craftsmanship and seamless indoor–outdoor flow. A dramatic great room welcomes you with vaulted

  John Allen ALLEN REAL ESTATE SERVICES INC

  1622 Kenilworth St, Sarasota, FL 34231
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  /68

  $5,750,000

  • 4 Beds
  • 3.5 Baths
  • 5,826 Sq Ft

  315 S Shore Dr, Sarasota, FL 34234

  House never flooded, including during Hurricanes Milton and Helene, and protected by a full house generator! Lavishly embellished with Old World authenticity, this exceptional waterfront estate evokes the grandeur of a 17th century Tuscan farmhouse. Custom built by John Cannon, the home is set on what was once Ringling’s personal yacht basin, offering protected sailboat water, 180 feet of

  Hugo Gagliardi LUXIO REAL ESTATE LLC

  315 S Shore Dr, Sarasota, FL 34234

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