• Home
  • What Makes a “Waterfront Specialist”?
  • Buyers
    • Buying or Selling a Luxury Home
    • What You Should Know About Short Sales
    • What You Should Know As a Buyer When Attending an Auction
    • Who To Consider When Buying a Home?
  • Sellers
    • Buying or Selling a Luxury Home
    • What to Look for in a Realtor When Selling Your Home?
    • What You Should Know About Bank Owned Properties
    • What You Should Know About Short Sales
  • About Us
    • Contact Us
    • Privacy Policy
  • Testimonials

The Gary Cardillo Group

Your Punta Gorda Waterfront Specialists

  • Office Listings
  • Homes for Sale
    • Port Charlotte Homes
    • Punta Gorda Homes
    • Punta Gorda Isles Homes
    • Burnt Store Isles Homes
    • Englewood Homes
    • North Port Homes
    • Sarasota Homes
    • Venice Homes
    • Waterfront Homes
      • Sailboat Homes
      • Canal Homes
    • Newly Listed Homes
  • Condos for Sale
    • Port Charlotte Condos
    • Punta Gorda Condos
    • Punta Gorda Isles Condos
    • Burnt Store Isles Condos
    • Englewood Condos
    • North Port Condos
    • Sarasota Condos
    • Venice Condos
    • Waterfront Condos
      • Sailboat Condos
      • Canal Condos
    • Newly Listed Condos
  • Land for Sale
    • Port Charlotte Lots
    • Punta Gorda Lots
    • Punta Gorda Isles Lots
    • Burnt Store Isles Lots
    • Englewood Lots
    • North Port Lots
    • Venice Lots
    • Waterfront Lots
      • Sailboat Lots
      • Canal Lots
    • Newly Listed Lots
  • Search the MLS
  • Blog
  • Contact Us
You are here: Home / Search Results

Search Results: Southwest Florida Real Estate for Sale

    Contact Us Today!

    Your Name (required)

    Your Email (required)

    MLS Number (required)

    Your Message (required)

    5,150 listings found

    Sort by: 
    Page: [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20] [Last]
    MLS#A4673754 Residential  Property Single Family Residence  for sale in SARASOTA

    $26,000,000SARASOTA 34242MLS #A4673754

    Details »Inquire

    Details »

    7366 POINT OF ROCKS ROAD
    SARASOTA FL 34242

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  10,600 SqFt  ·  $2,453/SqFt

    Days on Market: 272

    County: Sarasota
    Subdiv/Community Name: Not Applicable
    Legal Subdivision Name: SIESTA KEY
    Year built: 2020
    Garage: Yes 6 vehicles
    Private Pool: Yes
    Waterfront: Yes — Gulf/Ocean

    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 offers a grand yet effortless indoor–outdoor lifestyle, ideal for both elevated entertaining and daily living. A sweeping motor court, mature palms, and a grand double staircase create an immediate sense of arrival. Inside, natural light and uninterrupted Gulf vistas establish a feeling ... Read more....»

    Listing information courtesy of DOUGLAS ELLIMAN
    MLS#A4708439 Residential  Property Single Family Residence  for sale in SARASOTA

    $22,000,000SARASOTA 34242MLS #A4708439

    Details »Inquire

    Details »

    3200 HIGEL AVENUE
    SARASOTA FL 34242

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  5,453 SqFt  ·  $4,034/SqFt

    Days on Market: 2
    Cumulative Days on Market: 32

    County: Sarasota
    Subdiv/Community Name: Siesta Rev
    Legal Subdivision Name: SIESTA REV OF
    Year built: 2027
    Garage: Yes 2 vehicles
    Private Pool: Yes
    Waterfront: Yes — Gulf/Ocean to Bay

    Pre-Construction. To be built. Welcome to 3200 Higel Avenue, an extraordinary new waterfront residence by Pham Development, nearing completion on one of North Siesta Key’s most exceptional stretches of shoreline, with construction anticipated to be complete within the next few months. Commanding approximately 190 feet of sailboat-water frontage along two sides, this two-story contemporary estate overlooks Sarasota Bay and Big Pass, with sweeping views toward South Lido Beach Park, Bird Key, and the Downtown Sarasota Skyline. Encompassing approximately 5,453 square feet under air and 6,852 square feet under roof, the residence features 4 bedrooms, 4 full baths, and 3 half ... Read more....»

    Listing information courtesy of THE STUTZMAN REALTY GROUP, LLC
    MLS#A4704635 Residential  Property Single Family Residence  for sale in SARASOTA

    $22,000,000SARASOTA 34242MLS #A4704635

    Details »Inquire

    Details »

    7740 SANDERLING ROAD
    SARASOTA FL 34242

    Residential / Single Family Residence

    6 Bed  ·  6 Bath  ·  9,074 SqFt  ·  $2,425/SqFt

    Days on Market: 35

    County: Sarasota
    Subdiv/Community Name: Siesta Properties Inc
    Legal Subdivision Name: SANDERLING CLUB / SIESTA PROPERTIES INC
    Year built: 2027
    Garage: Yes 4 vehicles
    Waterfront: Yes — Gulf/Ocean

    Pre-Construction. To be built. Architectural Rendering Of What Could Be Built Are For Planning Purposes Only. An Extraordinary Gulf-Front Estate Opportunity! There are few opportunities remaining to create a legacy estate directly on the Gulf of Mexico. At 7740 Sanderling Road, nearly one acre of pristine beachfront offers an exceptional canvas for a world-class custom residence in one of Florida's most exclusive coastal communities. Positioned along the sugar-white sands of Siesta Key, this rare Gulf-front homesite presents an unparalleled opportunity to design a private waterfront retreat with sweeping panoramic views of the Gulf of Mexico, spectacular year-round sunsets, and direct access to one of the world's most ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4660187 Residential  Property Single Family Residence  for sale in VENICE

    $19,999,000VENICE 34292MLS #A4660187

    Details »Inquire

    Details »

    600 N JACKSON ROAD
    VENICE FL 34292

    Residential / Single Family Residence

    7 Bed  ·  7 Bath  ·  18,869 SqFt  ·  $1,060/SqFt

    Days on Market: 434

    County: Sarasota
    Subdiv/Community Name: North Venice Farms
    Legal Subdivision Name: NORTH VENICE FARMS
    Year built: 2003
    Garage: Yes 10 vehicles
    Private Pool: Yes
    Waterfront: Yes — Creek
    Lot Size (in acres): 101.27

    Under Construction. Set on approximately 102 acres just eight miles from world-class Gulf beaches, this extraordinary ranch estate presents a rare opportunity to complete a one-of-a-kind residential compound in Venice, Florida. The non-completed main residence spans more than 24,500 total square feet, with 18,869 square feet of interior space, including seven bedrooms, seven full baths and six half baths. The estate is framed and plumbed, ready for drywall, offering its next owner the opportunity to fully customize the final phases of construction. The seller’s plans reflect a primary suite including multiple sitting rooms, dual walk-in closets, and a spa-style bath ... Read more....»

    Listing information courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
    MLS#A4694502 Residential  Property Single Family Residence  for sale in LONGBOAT KEY

    $18,500,000LONGBOAT KEY 34228MLS #A4694502

    Details »Inquire

    Details »

    6664 & 6660 & 6670 GULF OF MEXICO DRIVE
    LONGBOAT KEY FL 34228

    Residential / Single Family Residence

    2 Bed  ·  2 Bath  ·  10,298 SqFt  ·  $1,796/SqFt

    Days on Market: 138

    County: Manatee
    Subdiv/Community Name: Robert Lennox Subdivision
    Legal Subdivision Name: ROBERT LENNOX
    Year built: 1955
    Garage: Yes 2 vehicles
    Waterfront: Yes — Canal - Saltwater
    Lot Size (in acres): 5.50

    This house is a part of a 5.5 Property and will be sold together as one parcel. The house can be used as a guest house, caretaker home or removed for development.

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4699552 Residential  Property Single Family Residence  for sale in SARASOTA

    $17,650,000SARASOTA 34242MLS #A4699552

    Details »Inquire

    Details »

    3799 FLAMINGO AVENUE
    SARASOTA FL 34242

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  8,138 SqFt  ·  $2,169/SqFt

    Days on Market: 67

    County: Sarasota
    Subdiv/Community Name: Bay Island
    Legal Subdivision Name: BAY ISLAND
    Year built: 2016
    Garage: Yes 8 vehicles
    Private Pool: Yes
    Waterfront: Yes — Lagoon
    Lot Size (in acres): 1.40

    Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Balinese-inspired estate is a rare sanctuary where timeless architecture, unparalleled craftsmanship, and the restorative beauty of nature exist in perfect harmony. Offered fully furnished, the residence has been curated to provide an effortless, move-in-ready lifestyle, where every detail has been thoughtfully considered and every space evokes a sense of calm, balance, and understated luxury. Spanning more than 8,000 square feet, the home embraces the philosophy of seamless indoor-outdoor living. Expansive walls of ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4708464 Residential  Property Single Family Residence  for sale in SARASOTA

    $16,750,000SARASOTA 34236MLS #A4708464

    Details »Inquire

    Details »

    1083 WESTWAY DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    4 Bed  ·  6 Bath  ·  6,703 SqFt  ·  $2,499/SqFt

    Days on Market: 2

    County: Sarasota
    Subdiv/Community Name: Lido Shores
    Legal Subdivision Name: LIDO C
    Year built: 1995
    Garage: Yes 3 vehicles
    Private Pool: Yes
    — Waterfront
    Lot Size (in acres): 1.67

    Meticulously designed and flawlessly executed, this exceptional 6,700-square-foot palatial estate on iconic Westway Drive is majestic. Nestled in Lido Shores, the property spans an impressive 1.67 acres—making it among the largest and most desirable waterfront holdings in the Lido/Longboat area. With a premier western exposure and sweeping waterfront frontage, the property offers unobstructed, panoramic views of Sarasota’s legendary sunsets and the Gulf of Mexico's ever-changing beauty. Architectural brilliance is evident in every aspect of the estate’s design, as classic Mediterranean influences blend with graceful elegance. Security and exclusivity are paramount, ensuring that every moment in this sanctuary is one of ... Read more....»

    Listing information courtesy of DEVELOPERS REALTY LBK, INC
    MLS#A4643281 Residential  Property Single Family Residence  for sale in SARASOTA

    $16,000,000SARASOTA 34242MLS #A4643281

    Details »Inquire

    Details »

    7324 POINT OF ROCKS ROAD
    SARASOTA FL 34242

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  5,524 SqFt  ·  $2,896/SqFt

    Days on Market: 553

    County: Sarasota
    Subdiv/Community Name: White Beach Fruit Co Property
    Legal Subdivision Name: WHITE BEACH FRUIT CO PROP
    Year built: 2025
    Garage: Yes 4 vehicles
    Private Pool: Yes
    Waterfront: Yes — Gulf/Ocean

    A newly completed Gulf-front estate of exceptional caliber, this architectural triumph by Murray Homes redefines modern coastal luxury on Siesta Key. Poised on a rare 0.56-acre Gulf-front parcel with 90 feet of private shoreline, the residence commands uninterrupted, cinematic views of the Gulf of Mexico from its elevated vantage point. Masterfully designed with approximately 5,500 sq. ft. of refined living space—plus an additional 2,600 sq. ft. of recreational space—the home blends sculptural contemporary lines with warm natural textures, creating an atmosphere of effortless sophistication. Floor-to-ceiling glass invites the horizon inward, illuminating a grand great room anchored by a sleek fireplace and ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4694017 Residential  Property Single Family Residence  for sale in SARASOTA

    $15,900,000SARASOTA 34242MLS #A4694017

    Details »Inquire

    Details »

    8132 SANDERLING ROAD
    SARASOTA FL 34242

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  8,209 SqFt  ·  $1,937/SqFt

    Days on Market: 108

    County: Sarasota
    Subdiv/Community Name: Sanderling Club
    Legal Subdivision Name: SANDERLING CLUB / SIESTA KEY
    Year built: 2009
    Garage: Yes 5 vehicles
    Waterfront: Yes — Lagoon
    Lot Size (in acres): 1.97

    Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive residences on Siesta Key. Positioned on a rare 1.97-acre Gulf-to-bay homesite within the private gates of The Sanderling Club, this home evokes the sophistication of a Southern manor while embracing the relaxed sophistication of Florida's Gulf Coast. A sweeping palm-lined drive, stately columned façade, and symmetrical architecture create a memorable first impression, echoing the enduring beauty that inspired its design. Constructed by Christner Bros., the residence encompasses approximately 8,209 square feet under air with four bedrooms, four full ... Read more....»

    Listing information courtesy of DOUGLAS ELLIMAN
    MLS#A4696910 Residential  Property Single Family Residence  for sale in SARASOTA

    $14,900,000SARASOTA 34236MLS #A4696910

    Details »Inquire

    Details »

    1157 WESTWAY DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    6 Bed  ·  4 Bath  ·  9,162 SqFt  ·  $1,626/SqFt

    Days on Market: 96

    County: Sarasota
    Subdiv/Community Name: Lido C
    Legal Subdivision Name: LIDO C
    Year built: 1974
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Gulf/Ocean
    Lot Size (in acres): 1.34

    Some properties tell the story of Sarasota's evolution. Offered for the first time publicly in half a century, this waterfront estate in Lido Shores presents a rare opportunity to become the next steward of 1.34 acres with 247 feet of western shoreline. Held by only two families since 1974, both recognized for their lasting contributions to the Sarasota community. A rare slice of Sarasota's legacy is now ready for its next chapter. Designed by Seibert Architects, the residence reflects an important chapter in Sarasota's architectural heritage. The home encompasses more than 9,000 square feet with six bedrooms and six baths, ... Read more....»

    Listing information courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
    MLS#A4707878 Residential  Property Single Family Residence  for sale in BRADENTON

    $14,500,000BRADENTON 34212MLS #A4707878

    Details »Inquire

    Details »

    1703 ZIPPERER ROAD
    BRADENTON FL 34212

    Residential / Single Family Residence

    3 Bed  ·  1 Bath  ·  1,509 SqFt  ·  $9,609/SqFt

    Days on Market: 5

    County: Manatee
    Subdiv/Community Name: Not Applicable
    Legal Subdivision Name: NOT APPLICABLE
    Year built: 1972
    Garage: No

    Lot Size (in acres): 52.46

    Opportunities to acquire land of this scale in the Lakewood Ranch area are becoming increasingly rare. This exceptional three-parcel package encompasses approximately 53 acres and is offered exclusively as one purchase. The Seller will not divide the property. The package includes Parcel IDs 570100008, 570200006, and 57180002. The property offers two separate access points, with access from both Zipperer Road and Waterline Road, providing excellent accessibility across the expansive tract. Adding to the versatility are two wells and two septic systems serving the three parcels. The property also includes multiple existing residences and structures across the 3 addresses, including a triple-wide ... Read more....»

    Listing information courtesy of FINE PROPERTIES
    MLS#A4707875 Residential  Property Single Family Residence  for sale in BRADENTON

    $14,500,000BRADENTON 34212MLS #A4707875

    Details »Inquire

    Details »

    16996 WATERLINE ROAD
    BRADENTON FL 34212

    Residential / Single Family Residence

    4 Bed  ·  3 Bath  ·  2,400 SqFt  ·  $6,042/SqFt

    Days on Market: 5

    County: Manatee
    Subdiv/Community Name: Not Applicable
    Legal Subdivision Name: ACREAG0001
    Year built: 1964
    Garage: No

    Lot Size (in acres): 52.46

    Opportunities to acquire land of this scale in the Lakewood Ranch area are becoming increasingly rare. This exceptional three-parcel package encompasses approximately 53 acres and is offered exclusively as one purchase. The Seller will not divide the property. The package includes Parcel IDs 570100008, 570200006, and 57180002. The property offers two separate access points, with access from both Zipperer Road and Waterline Road, providing excellent accessibility across the expansive tract. Adding to the versatility are two wells and two septic systems serving the three parcels. The property also includes multiple existing residences and structures across the 3 addresses, including a triple-wide ... Read more....»

    Listing information courtesy of FINE PROPERTIES
    MLS#A4631467 Residential  Property Condominium  for sale in SARASOTA

    $14,150,000SARASOTA 34236MLS #A4631467

    Details »Inquire

    Details »

    1000 BENJAMIN FRANKLIN DRIVE UNIT 802
    SARASOTA FL 34236

    Residential / Condominium

    4 Bed  ·  4 Bath  ·  4,942 SqFt  ·  $2,863/SqFt

    Days on Market: 648

    County: Sarasota
    Subdiv/Community Name: Not Applicable
    Legal Subdivision Name: ROSEWOOD RESIDENCES LIDO KEY
    Year built: 2026
    Garage: Yes 2 vehicles
    Waterfront: Yes — Gulf/Ocean

    Virtually Staged. Move-in Ready! The Rosewood Residences, Lido Key is the first collaboration between Rosewood and a developer for a stand-alone residential condominium bearing the prestigious Rosewood name. Offering a limited collection of 65 stunning private residences located on 3.5 acres of one of the most treasured beaches on the West coast of Florida with 235 feet of beach frontage. The 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Offering 24-hour concierge, valet parking and bespoke owner services by Rosewood Resorts. Residence #802 features 11’ ceilings, 4 bedrooms, 4.5 baths ... Read more....»

    Listing information courtesy of RONTO REALTY LLC
    MLS#A4677413 Residential  Property Single Family Residence  for sale in LONGBOAT KEY

    $13,995,000LONGBOAT KEY 34228MLS #A4677413

    Details »Inquire

    Details »

    6489 GULFSIDE ROAD
    LONGBOAT KEY FL 34228

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  6,616 SqFt  ·  $2,115/SqFt

    Days on Market: 261

    County: Manatee
    Subdiv/Community Name: Sleepy Lagoon
    Legal Subdivision Name: SLEEPY LAGOON
    Year built: 2026
    Garage: Yes 4 vehicles
    Private Pool: Yes
    Waterfront: Yes — Beach

    Ready to live directly on the Gulf? This Seaward Homes Curated Collection residence at 6489 Gulfside is move-in ready, with direct Gulf-front private access and stunning views of the Gulf of Mexico. Designed by DSDG Architects and staged by Clive Daniel Homes, the home pairs cutting-edge, hurricane enhanced construction with exceptional quality and attention to detail throughout. Set on a coveted 90' Gulf/beach-front lot, the property offers soft sand, endless Gulf views, and miles of walkability. In 2025, Longboat Key completed a major beach re-nourishment project, giving Gulfside Road homeowners one of the widest and deepest stretches of beach on the ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4685495 Residential  Property Condominium  for sale in LONGBOAT KEY

    $13,000,000LONGBOAT KEY 34228MLS #A4685495

    Details »Inquire

    Details »

    1561 GULF OF MEXICO DRIVE UNIT 304
    LONGBOAT KEY FL 34228

    Residential / Condominium

    3 Bed  ·  4 Bath  ·  4,967 SqFt  ·  $2,617/SqFt

    Days on Market: 203

    County: Sarasota
    Subdiv/Community Name: St Regis
    Legal Subdivision Name: ST. REGIS LONGBOAT KEY
    Year built: 2024
    Garage: Yes 2 vehicles
    Waterfront: Yes — Gulf/Ocean

    Experience the pinnacle of coastal luxury in the highly sought-after Armand building at The St. Regis Longboat Key, where breathtaking Gulf of Mexico views set the stage for an extraordinary living experience. This residence is absolutely breathtaking and is a must see. Designed for both grand entertaining and effortless everyday living, the expansive great room showcases a sophisticated wet bar and wine refrigerator, all enhanced by striking designer light fixtures and elegant sheers that create a soft, ethereal ambiance. Accordion glass doors seamlessly extend the space onto a sprawling wraparound terrace—complete with a private gas grill and unforgettable sunset vistas. ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4686535 Residential  Property Single Family Residence  for sale in SARASOTA

    $12,900,000SARASOTA 34242MLS #A4686535

    Details »Inquire

    Details »

    3750 BAYOU LOUISE LANE
    SARASOTA FL 34242

    Residential / Single Family Residence

    5 Bed  ·  6 Bath  ·  5,273 SqFt  ·  $2,446/SqFt

    Days on Market: 203

    County: Sarasota
    Subdiv/Community Name: Phillippi Shores
    Legal Subdivision Name: SIESTA REV OF
    Year built: 1997
    Garage: Yes 4 vehicles
    Private Pool: Yes

    Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4682193 Residential  Property Single Family Residence  for sale in LONGBOAT KEY

    $12,900,000LONGBOAT KEY 34228MLS #A4682193

    Details »Inquire

    Details »

    6680 GULF OF MEXICO DRIVE
    LONGBOAT KEY FL 34228

    Residential / Single Family Residence

    6 Bed  ·  6 Bath  ·  6,408 SqFt  ·  $2,013/SqFt

    Days on Market: 236

    County: Manatee
    Subdiv/Community Name: Rauch Subdivision
    Legal Subdivision Name: RAUCH
    Year built: 2020
    Garage: Yes 6 vehicles
    Private Pool: Yes
    Waterfront: Yes — Canal - Saltwater
    Lot Size (in acres): 2.39

    Welcome to a once-in-a-generation private waterfront family compound on the coveted north end of Longboat Key—an extraordinary 2.4 acre, fully gated coastal estate that blends architectural mastery, resort-level amenities, and rare development potential. Encompassing four buildable parcels (500, 510, 520 Nomas Way and 6680 Gulf of Mexico Drive), this legacy property offers unparalleled privacy, flexibility, and long-term value. From the moment you arrive, illuminated by classic Bevelo gas lanterns, the estate unfolds with intention and elegance. The custom-designed main residence is complemented by a separate 3-bedroom, 2-bath, 1,850-sq-ft guest home with a detached garage—perfect for extended family, guests, or staff ... Read more....»

    Listing information courtesy of RE/MAX ALLIANCE GROUP
    MLS#A4701288 Residential  Property Condominium  for sale in LONGBOAT KEY

    $12,500,000LONGBOAT KEY 34228MLS #A4701288

    Details »Inquire

    Details »

    1591 GULF OF MEXICO DRIVE UNIT 618
    LONGBOAT KEY FL 34228

    Residential / Condominium

    4 Bed  ·  5 Bath  ·  5,350 SqFt  ·  $2,336/SqFt

    Days on Market: 5

    County: Sarasota
    Subdiv/Community Name: St Regis
    Legal Subdivision Name: ST. REGIS LONGBOAT KEY
    Year built: 2024
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Gulf/Ocean

    Experience an extraordinary standard of beachfront luxury from this spectacular penthouse residence at the prestigious St. Regis Longboat Key. Showcasing breathtaking panoramic views of the Gulf of Mexico and Sarasota Bay, this exceptional home offers an unparalleled blend of sophistication, privacy, and world-class design. Spanning approximately 5,320 square feet, the residence features four spacious bedrooms, five full baths, and one half bath, thoughtfully designed to provide the ultimate in comfort and elegance. Expansive walls of glass frame mesmerizing water views from nearly every room, while the spectacular 1736 square foot wraparound terrace creates seamless indoor-outdoor living. Enjoy your own private ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4672971 Residential  Property Single Family Residence  for sale in SARASOTA

    $11,995,000SARASOTA 34239MLS #A4672971

    Details »Inquire

    Details »

    3000 SOUTHWEST DRIVE
    SARASOTA FL 34239

    Residential / Single Family Residence

    5 Bed  ·  4 Bath  ·  8,125 SqFt  ·  $1,476/SqFt

    Days on Market: 231

    County: Sarasota
    Subdiv/Community Name: Cherokee Park
    Legal Subdivision Name: CHEROKEE PARK
    Year built: 2003
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway
    Lot Size (in acres): 1.38

    One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone ... Read more....»

    Listing information courtesy of MICHAEL SAUNDERS & COMPANY
    MLS#A4673273 Residential  Property Single Family Residence  for sale in SARASOTA

    $11,975,000SARASOTA 34242MLS #A4673273

    Details »Inquire

    Details »

    1290 HIDDEN HARBOR WAY
    SARASOTA FL 34242

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  6,079 SqFt  ·  $1,970/SqFt

    Days on Market: 307

    County: Sarasota
    Subdiv/Community Name: Hidden Harbor
    Legal Subdivision Name: HIDDEN HARBOR ADD
    Year built: 2026
    Garage: Yes 5 vehicles
    Private Pool: Yes
    Waterfront: Yes — Canal - Saltwater

    Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s most respected and sought-after luxury builders. Known for their uncompromising standards, Fortified Gold engineering, and elite coastal construction methods, Dynan Construction Co. has earned a prestigious reputation across Florida for delivering residences that marry innovative design with enduring structural integrity. This home represents a rare level of elevated coastal living, where artistry and engineering come together in flawless harmony. This bay front property’s unique footprint extends across to a deep saltwater canal, allowing unobstructed panoramic Bay views while ... Read more....»

    Listing information courtesy of COASTAL RESERVE
    MLS#A4689178 Residential  Property Single Family Residence  for sale in NOKOMIS

    $11,950,000NOKOMIS 34275MLS #A4689178

    Details »Inquire

    Details »

    2542 CASEY KEY ROAD
    NOKOMIS FL 34275

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  5,414 SqFt  ·  $2,207/SqFt

    Days on Market: 158

    County: Sarasota
    Subdiv/Community Name: Casey Key
    Legal Subdivision Name: CASEY KEY
    Year built: 2027
    Garage: Yes 5 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor
    Lot Size (in acres): 1.37

    Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home’s architectural vision, blending refined design with the ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4697230 Residential  Property Single Family Residence  for sale in SARASOTA

    $11,900,000SARASOTA 34236MLS #A4697230

    Details »Inquire

    Details »

    1435 WESTWAY DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    5 Bed  ·  6 Bath  ·  5,759 SqFt  ·  $2,066/SqFt

    Days on Market: 106

    County: Sarasota
    Subdiv/Community Name: Lido Shores
    Legal Subdivision Name: LIDO C/LIDO SHORES
    Year built: 2013
    Garage: Yes 4 vehicles
    Private Pool: Yes
    Waterfront: Yes — Gulf/Ocean to Bay

    At the end of Westway Drive, where Lido Shores meets the open water of New Pass, 1435 Westway Drive occupies one of Sarasota’s most extraordinary waterfront settings. Private, gated, and set on a double lot, the estate captures sweeping views across New Pass toward Longboat Key while offering direct deepwater access to the Gulf of Mexico and Sarasota Bay. This is the rare property that delivers every element of elevated coastal living in one address: boating, privacy, architectural presence, beach access, proximity to St. Armands Circle, and a level of land rarely found on Lido Key. Designed by Brian Phipps and built ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#A4694192 Residential  Property Single Family Residence  for sale in SARASOTA

    $11,900,000SARASOTA 34236MLS #A4694192

    Details »Inquire

    Details »

    600 MOURNING DOVE DRIVE
    SARASOTA FL 34236

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  5,767 SqFt  ·  $2,063/SqFt

    Days on Market: 130

    County: Sarasota
    Subdiv/Community Name: Bird Key Sub
    Legal Subdivision Name: BIRD KEY SUB
    Year built: 2026
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Canal - Saltwater

    Under Construction. Positioned on one of Bird Key’s most expansive waterfront parcels featuring 200 foot of water-frontage, this extraordinary new construction estate captures sweeping Sarasota Bay views and represents a rare blend of architectural sophistication, enduring strength, and refined coastal luxury. Masterfully designed by renowned architect DSDG Architects and built by Dynan Construction, Sarasota’s premier waterfront builder, the residence has been thoughtfully engineered to the Fortified Gold standard, offering exceptional resilience and peace of mind for luxury waterfront living. A striking modern façade introduces interiors defined by dramatic floor-to-ceiling glass, allowing natural light and panoramic water views to pour throughout ... Read more....»

    Listing information courtesy of COASTAL RESERVE
    MLS#A4692027 Residential  Property Single Family Residence  for sale in LONGBOAT KEY

    $11,900,000LONGBOAT KEY 34228MLS #A4692027

    Details »Inquire

    Details »

    1600 HARBOR SOUND DRIVE
    LONGBOAT KEY FL 34228

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  5,689 SqFt  ·  $2,092/SqFt

    Days on Market: 159

    County: Sarasota
    Subdiv/Community Name: Bay Isles
    Legal Subdivision Name: BAY ISLES
    Year built: 2026
    Garage: Yes 4 vehicles
    Private Pool: Yes
    Waterfront: Yes — Canal - Saltwater

    Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longboat Key Resort, this exceptional waterfront residence offers immediate access to world-class amenities, pristine Gulf beaches, fine dining, and championship golf. Located within the exclusive double-gated Harbor Section of Bay Isles on Longboat Key, 1600 Harbor Sound Drive represents a rare convergence of scale, location, and boating capability, crafted for those seeking a refined Gulf Coast lifestyle at the highest level. Set on an expansive 18,043-square-foot corner homesite, the property features an impressive 135 feet of deep-water canal frontage, with the ability to accommodate multiple lifts (up to ... Read more....»

    Listing information courtesy of COLDWELL BANKER REALTY
    MLS#TB8501123 Residential  Property Single Family Residence  for sale in SARASOTA

    $11,400,000SARASOTA 34236MLS #TB8501123

    Details »Inquire

    Details »

    487 MEADOW LARK DR
    SARASOTA FL 34236

    Residential / Single Family Residence

    5 Bed  ·  5 Bath  ·  6,527 SqFt  ·  $1,747/SqFt

    Days on Market: 160

    County: Sarasota
    Subdiv/Community Name: Bird Key Sub
    Legal Subdivision Name: BIRD KEY SUB
    Year built: 2021
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Gulf/Ocean to Bay

    Located on Bird Key, a gated community, one of the most sought-after island addresses in Sarasota, this exceptional custom-built French Country Style waterfront estate, built in 2021, offers the ultimate in luxury coastal living. The location is perfect, between Downtown Sarasota, St. Armands Circle, and Lido Key Beach, this amazing residence sits on 135 feet of premier Sarasota Bay frontage with breathtaking wide-open water views and stunning city skyline vistas. This home features an abundance of natural light in every room. Designed for both elegance and functionality, this home offers 5 spacious en-suite bedrooms, including a luxurious first-floor primary suite with ... Read more....»

    Listing information courtesy of SOUTH BEACHES REAL ESTATE
    MLS#A4703378 Residential  Property Single Family Residence  for sale in SARASOTA

    $11,375,000SARASOTA 34231MLS #A4703378

    Details »Inquire

    Details »

    1136 N LAKE SHORE DRIVE
    SARASOTA FL 34231

    Residential / Single Family Residence

    4 Bed  ·  6 Bath  ·  10,234 SqFt  ·  $1,111/SqFt

    Days on Market: 48

    County: Sarasota
    Subdiv/Community Name: Oyster Bay Estates
    Legal Subdivision Name: OYSTER BAY ESTATES
    Year built: 1954
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway
    Lot Size (in acres): 1.41

    Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that Sarasota has to offer, with more than 430 feet along Sarasota Bay and a setting that feels virtually irreplaceable. Spanish and Mediterranean inspired architecture lends warmth, character, and timeless sophistication to this remarkable six bedroom residence, while its expansive shoreline creates a front row seat to spectacular sunsets, passing boats, and the natural beauty of Sarasota’s coastal landscape. With access to the Intracoastal Waterway and Gulf of Mexico, this is a ... Read more....»

    Listing information courtesy of COMPASS FLORIDA LLC
    MLS#A4686079 Residential  Property Single Family Residence  for sale in BRADENTON BEACH

    $10,995,000BRADENTON BEACH 34217MLS #A4686079

    Details »Inquire

    Details »

    1200 GULF DRIVE N
    BRADENTON BEACH FL 34217

    Residential / Single Family Residence

    6 Bed  ·  5 Bath  ·  4,817 SqFt  ·  $2,283/SqFt

    Days on Market: 203

    County: Manatee
    Subdiv/Community Name: Gulf Crest
    Legal Subdivision Name: GULF CREST
    Year built: 2027
    Garage: Yes 4 vehicles
    Private Pool: Yes
    Waterfront: Yes — Gulf/Ocean

    Pre-Construction. To be built. Construction is underway on this one-of-a-kind Gulf-front estate by Vunique Vacations, perfectly positioned on a rare double lot with 100 feet of direct Gulf frontage and endless, unobstructed sunset views. This is a premier opportunity to own a luxury coastal retreat designed for both personal enjoyment and exceptional income potential. This stunning 6-bedroom, 5.5-bath residence is being thoughtfully crafted with high-end finishes throughout, featuring a gourmet chef’s kitchen with premium appliances, expansive open-concept living areas filled with natural light, and seamless indoor-outdoor flow. Multiple bonus spaces offer flexibility for a media room, home office, or fitness ... Read more....»

    Listing information courtesy of SATO REAL ESTATE INC.
    MLS#A4688729 Residential  Property Single Family Residence  for sale in SARASOTA

    $10,888,000SARASOTA 34234MLS #A4688729

    Details »Inquire

    Details »

    4123 BAY SHORE ROAD
    SARASOTA FL 34234

    Residential / Single Family Residence

    5 Bed  ·  6 Bath  ·  5,117 SqFt  ·  $2,128/SqFt

    Days on Market: 155
    Cumulative Days on Market: 454

    County: Sarasota
    Subdiv/Community Name: Indian Beach
    Legal Subdivision Name: INDIAN BEACH MAP OF
    Year built: 2021
    Garage: Yes 4 vehicles
    Private Pool: Yes
    Waterfront: Yes — Intracoastal Waterway
    Lot Size (in acres): 1.07

    An architectural landmark of contemporary design and sustainable luxury, this award-winning estate redefines coastal living in Sarasota’s coveted Museum Area. Honored as SRQ Magazine’s Home of the Year across multiple categories in 2023, the gated property sits on over an acre with nearly 180 feet of Sarasota Bay frontage and panoramic water views that stretch across every sightline. The generous lot leaves room to expand further, including space for a future guest house. Crowned by a powerful solar array atop its concrete roof, the home is capable of fully off-grid operation — a rare feat of engineering paired seamlessly with striking ... Read more....»

    Listing information courtesy of CHARITY & WEISS INTERNATIONAL LLC
    MLS#D6148835 Residential  Property Single Family Residence  for sale in BOCA GRANDE

    $10,875,000BOCA GRANDE 33921MLS #D6148835

    Details »Inquire

    Details »

    4 PEEKINS COVE DRIVE
    BOCA GRANDE FL 33921

    Residential / Single Family Residence

    4 Bed  ·  4 Bath  ·  3,953 SqFt  ·  $2,751/SqFt

    Days on Market: 18

    County: Charlotte
    Subdiv/Community Name: East Shores Acres
    Legal Subdivision Name: EAST SHORE ACRES
    Year built: 2026
    Garage: Yes 3 vehicles
    Private Pool: Yes
    Waterfront: Yes — Bay/Harbor

    Under Construction. —Estimated Completion First Quarter 2027. Welcome to 4 Peekins Cove, where laid-back island living meets affluent coastal style on the shimmering waters of Charlotte Harbor. This exceptional new-construction residence offers 4 bedrooms, 4 full and 2 half baths, and a 3-car garage—all thoughtfully designed to capture breathtaking harbor views. The open-concept interior flows effortlessly into expansive outdoor living areas featuring an elevated heated infinity pool and spa, fire pit, and generous entertaining spaces. A private dock with boat lift places world-class boating and fishing directly in your backyard. Spend the morning pursuing Boca Grande’s legendary tarpon, the afternoon relaxing ... Read more....»

    Listing information courtesy of PARSLEY BALDWIN REAL ESTATE
    MLS#A4631351 Residential  Property Condominium  for sale in SARASOTA

    $10,400,000SARASOTA 34236MLS #A4631351

    Details »Inquire

    Details »

    1000 BENJAMIN FRANKLIN DRIVE UNIT 1108
    SARASOTA FL 34236

    Residential / Condominium

    4 Bed  ·  4 Bath  ·  4,482 SqFt  ·  $2,320/SqFt

    Days on Market: 648

    County: Sarasota
    Subdiv/Community Name: Not Applicable
    Legal Subdivision Name: ROSEWOOD RESIDENCES LIDO KEY
    Year built: 2026
    Garage: Yes 4 vehicles
    Waterfront: Yes — Gulf/Ocean

    Virtually Staged. Move-in Ready! The Rosewood Residences, Lido Key is the first collaboration between Rosewood and a developer for a stand-alone residential condominium bearing the prestigious Rosewood name. A limited collection of 65 stunning private residences located on 3.5 acres of one of the most treasured beaches on the West coast of Florida with 235 feet of beach frontage. The 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Offering 24-hour concierge, valet parking and bespoke owner services by Rosewood Resorts. Residence #1108 features 11’ ceilings, 4 bedrooms, 4.5 baths plus ... Read more....»

    Listing information courtesy of RONTO REALTY LLC
    Page: [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20] [Last]

    The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.

    Search the MLS Listings:
    Property Type:
    City or ZIP Code:
    Include Foreclosures / Short Sales / Bank Owned:
    Bedrooms:
      Bathrooms:
    Price Range:
        
    Square Feet:
        
    Year Built:
        
    Waterfront:
    Pool:
    Garage Parking:

    How Can We Help You?






      Shop for Real Estate

      • Single-Family Homes for Sale
        • Port Charlotte Homes
        • Punta Gorda Homes
        • Punta Gorda Isles Homes
        • Burnt Store Isles Homes
        • Englewood Homes
        • North Port Homes
        • Sarasota Homes
        • Venice Homes
        • Waterfront Homes
          • Sailboat Homes
          • Canal Homes
        • Newly Listed Homes
      • Condos for Sale
        • Port Charlotte Condos
        • Punta Gorda Condos
        • Punta Gorda Isles Condos
        • Englewood Condos
        • Burnt Store Isles Condos
        • North Port Condos
        • Sarasota Condos
        • Venice Condos
        • Waterfront Condos
          • Sailboat Condos
          • Canal Condos
        • Newly Listed Condos
      • Lots & Land for Sale
        • Port Charlotte Lots
        • Punta Gorda Lots
        • Punta Gorda Isles Lots
        • Burnt Store Isles Lots
        • Englewood Lots
        • North Port Lots
        • Venice Lots
        • Waterfront Lots
          • Sailboat Lots
          • Canal Lots
        • Newly Listed Lots
      • RE/MAX Harbor Realty Office Listings

      Search The MLS

      To search for real estate listed for sale in the MLS, please use our MLS Search Form »

      Search By MLS Listing Number

      MLS #:
      For multiple MLS numbers, separate numbers by a comma: e.g., C7005869, C7015140

      Recent Posts

      • Rarified Air
      • The Angels Who Walk Among Us
      • 2026 January/February Newsletter
      • A Different Kind of Gift
      • A Season That Reminds Us What Truly Matters

      Search The Blog

      Share

      Twitter
      facebook

      Contact The Gary Cardillo Group

      By email: Info@FLwaterfrontliving.com
      Mobile: 941-916-0939
      Address: RE/MAX Harbor Realty
      2815 Tamiami Trail
      Punta Gorda, FL 33950

      About The Gary Cardillo Group

      Gary Cardillo, Realtor While most people would like to talk about themselves, Gary and Gail have always put their clients first, and their diverse backgrounds have provided their clients an unparalleled level of service and knowledge throughout the past years.
        » Read More...

      Explore Real Estate for Sale

      • Search the MLS
      • Condos for Sale
      • Lots & Land for Sale
      • Single-Family Homes for Sale

      Read Our Blog

      • Buying Real Estate
      • Community Information
      • Events & Activities
      • Selling Real Estate
      The Gary Cardillo Group • RE/MAX Harbor Realty
      2815 Tamiami Trail • Punta Gorda, FL 33950
      941-916-0939
      garycardillo@wesellpg.com

      Copyright © 2011-2026 · The Gary Cardillo Group
      Site designed and managed by Tropical Web Works 104.156.48.242

      Back to Top
      Contact Us