10,427 listings found
4035 BAY SHORE ROAD
SARASOTA FL 34234
Residential / Single Family Residence
8 Bed · 8 Bath · 8,875 SqFt · $1,070/SqFt
Days on Market: 212
Cumulative Days on Market: 315
County: Sarasota
Subdiv/Community Name: Indian Beach Map Of
Legal Subdivision Name: INDIAN BEACH MAP OF
Year built: 2021
Garage: Yes 8 vehicles
Private Pool: Yes
Waterfront: Yes — Bay/Harbor
An Architectural Masterpiece on Sarasota Bay. Commanding one of Sarasota’s most spectacular bayfront settings, this gated estate blends cutting-edge engineering with timeless coastal living. Built on 55 deep concrete piles extending 30 feet underground, the home is constructed entirely of cast-in-place concrete and masonry, including every slab and the roof, creating a true hurricane fortress designed to endure generations. A massive 8-car garage sits beneath this elevated residence on an oversized, fenced lot, offering both privacy and security. Inside, the open-concept layout was intentionally designed with no interior bearing walls, supported only by a few discreet columns per floor—allowing future ... Read more....»
3761 CASEY KEY ROAD
NOKOMIS FL 34275
Residential / Single Family Residence
3 Bed · 3 Bath · 3,489 SqFt · $2,794/SqFt
Days on Market: 303
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: ACREAGE & UNREC
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes — Gulf/Ocean
Pre-Construction. To be built. This is your chance to own a newly imagined Gulf-front estate on one of Sarasota’s most exclusive barrier islands. Positioned on 0.47 acres with 107 feet of direct Gulf frontage, this offering presents a 3,489 sq. ft residence designed by the renowned Stofft Cooney Architects in collaboration with Perrone Construction. The home’s architecture celebrates the Gulf at every turn, with walls of glass framing uninterrupted water views and inviting a seamless connection to the outdoors. Expansive terraces, a resort-style pool and spa, and a private beach pavilion create an atmosphere of relaxed sophistication, perfect for year-round ... Read more....»
1216 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 6 Bath · 8,050 SqFt · $1,211/SqFt
Days on Market: 3
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 1999
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes — Intracoastal Waterway
Lot Size (in acres): 1.10
At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, ... Read more....»
1000 BENJAMIN FRANKLIN DRIVE UNIT 904
SARASOTA FL 34236
Residential / Condominium
3 Bed · 3 Bath · 4,081 SqFt · $2,401/SqFt
Days on Market: 261
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. Under Construction. A Coastal Masterpiece nestled on the pristine shores of the Gulf, Rosewood Residences Lido Key redefines luxury living with 65 residences that seamlessly blend timeless elegance, modern comfort, and the effortless charm of coastal life. This remarkable new development is more than a home—it’s a sanctuary designed for those who appreciate refined living in a breathtaking natural setting. An open-concept Haven for entertaining and connection, experience enhanced modern living in this breathtaking Model residence curated by Lillian Wu Studio NYC. At the heart of the residence lies a thoughtfully designed open living layout that fosters both ... Read more....»
1300 BENJAMIN FRANKLIN DRIVE UNIT 1205 & 1206
SARASOTA FL 34236
Residential / Condominium
4 Bed · 6 Bath · 6,332 SqFt · $1,548/SqFt
Days on Market: 57
County: Sarasota
Subdiv/Community Name: The Beach Residences
Legal Subdivision Name: THE BEACH RESIDENCES
Year built: 2005
Garage: Yes 4 vehicles
Waterfront: Yes — Gulf/Ocean
This Gulf-front coastal haven is where opulence is complimented by exclusivity. This lauded RITZ-CARLTON managed contemporary residence sets the standard for legendary white-glove service. Welcome to the coveted lifestyle at The Beach Residences. Atop this exquisite 88 residence high-rise sits a ONE-OF-A-KIND, SEAMLESSLY INTERCONNECTED DUAL PENTHOUSE SUITE with 4 bedrooms, plus 2 flex rooms (i.e.- media room, den or 2 more bedrooms) & 6 full bathrooms. Palatial & thoughtfully remodeled, this 12th-floor masterpiece blends world-class craftsmanship w/the natural light of soaring ceilings. As you step from one of two semi-private elevators into a welcoming Grand Salon, the spectacular 6,332 sqft ... Read more....»
1707 71ST STREET NW
BRADENTON FL 34209
Residential / Single Family Residence
6 Bed · 6 Bath · 7,017 SqFt · $1,424/SqFt
Days on Market: 104
County: Manatee
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: ACREAGE
Year built: 2017
Garage: Yes 5 vehicles
Private Pool: Yes
Waterfront: Yes — River Front
Lot Size (in acres): 2.90
Introducing “VISTA DEL FIUME”, an ABSOLUTELY SPECTACULAR GATED MANATEE RIVER ESTATE situated on nearly 3 ACRES with deep water access and breathtaking panoramic views! Truly one of the most impressive private waterfront residences ever offered on the Manatee River!!! Tucked behind private gates and surrounded by impeccably manicured grounds, towering palms, lush tropical landscaping, expansive lawn space, private pond with fountain, and a full sport court, this extraordinary estate offers the ultimate blend of luxury, privacy, boating lifestyle, and resort style living. A long winding driveway leads to the stunning coastal inspired residence featuring Hardy Board siding, standing seam metal ... Read more....»
SARASOTA FL 34236
Residential / Condominium
4 Bed · 4 Bath · 4,482 SqFt · $2,320/SqFt
Days on Market: 574
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. Under Construction. 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 #1108 features 11’ ceilings, 4 bedrooms, 4.5 baths ... Read more....»
3441 GULFMEAD DRIVE
SARASOTA FL 34242
Residential / Single Family Residence
6 Bed · 6 Bath · 4,769 SqFt · $2,202/SqFt
Days on Market: 17
Cumulative Days on Market: 403
County: Sarasota
Subdiv/Community Name: Gulfmead Estates
Legal Subdivision Name: GULFMEAD ESTATES
Year built: 2026
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes — Canal - Saltwater
Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on north Siesta Key. This in progress New Construction property by Pham Development is on an expansive 17,842 SF and 0.41 acre lot, with a 4,769 SF traditional-style home to be built. Enjoy two separate guests suites on top of the two 2-car garages, for a total of 4 garage spaces, both with elevator access to the above suites. The master bedroom will have water views, and the grand entry home hosts a total of 6 ... Read more....»
4 PEEKINS COVE DRIVE
BOCA GRANDE FL 33921
Residential / Single Family Residence
4 Bed · 4 Bath · 3,953 SqFt · $2,751/SqFt
New Listing!!! Days on Market: 1
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....»
4123 BAY SHORE ROAD
SARASOTA FL 34234
Residential / Single Family Residence
5 Bed · 6 Bath · 5,117 SqFt · $2,128/SqFt
Days on Market: 91
Cumulative Days on Market: 390
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....»
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: 170
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....»
1340 HARBOR DRIVE
SARASOTA FL 34239
Residential / Single Family Residence
4 Bed · 5 Bath · 5,157 SqFt · $2,132/SqFt
Days on Market: 217
County: Sarasota
Subdiv/Community Name: Harbor Acres
Legal Subdivision Name: HARBOR ACRES
Year built: 2027
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes — Bay/Harbor
Under Construction. Best price under construction opportunity in Harbor Acres, a one-third-acre waterfront property on the widest part of the neighborhood's deep-water harbor on Sarasota Bay. The views are great and the home is located on a protected, sailboat water basin with no bridges to the Gulf of Mexico. Newer boat dock and boat lifts accommodate up to 15,000-pound boat plus two recreational water craft, making easy access to Sarasota's waterways and the gulf, AND the home was designed by one of the BEST architectural firms, MHK, and under construction by one of the BEST waterfront builders, Voigt Brothers. The ... Read more....»
555 QUAY COMMON UNIT 2001
SARASOTA FL 34236
Residential / Condominium
4 Bed · 4 Bath · 4,926 SqFt · $2,233/SqFt
Days on Market: 283
County: Sarasota
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: RITZ-CARLTON RESIDENCES, SARASOTA BAY
Year built: 2024
Garage: Yes 2 vehicles
Waterfront: Yes — Marina
Virtually Staged. Pre-Construction. To be built. This penthouse with three exposures sweeping across Sarasota Bay to the downtown skyline, Residence A is an invitation to experience the beauty of natural light from sunrise to sunset. Three private terraces, one with an outdoor kitchen, are accessed from the great room, which features 13-foot ceilings, an open-plan kitchen and large walk-in pantry. A cozy den is ideal for relaxing with a book or movie, and a powder room is convenient for visitors. Two guest suites open to a third, city-view terrace, while the third guest suite is set in a corner, where ... Read more....»
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: 1
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....»
487 MEADOW LARK DR
SARASOTA FL 34236
Residential / Single Family Residence
5 Bed · 5 Bath · 6,527 SqFt · $1,747/SqFt
Days on Market: 99
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....»
688 GOLDEN GATE POINT UNIT 801
SARASOTA FL 34236
Residential / Condominium
3 Bed · 3 Bath · 4,618 SqFt · $2,573/SqFt
Days on Market: 53
County: Sarasota
Subdiv/Community Name: Golden Gate Point
Legal Subdivision Name: SIX88 SARASOTA
Year built: 2026
Garage: Yes 4 vehicles
Community Pool: Yes
Waterfront: Yes — Marina
Virtually Staged. Under Construction. Welcome to SIX88 — and the crown jewel of Golden Gate Point. The Penthouse at Residence 801 is the pinnacle of this landmark 10-story boutique tower, offering an extraordinary 4,618 square feet of refined living across 3 bedrooms, 3.5 bathrooms, a private office, and a wine/beverage room — one of just 10 exclusive residences in one of Sarasota's most coveted waterfront addresses. Soaring above the bay with unobstructed, panoramic full-bay views, this penthouse delivers a living experience unlike anything else in the market. The breathtaking great room opens to two private wraparound balconies totaling 638 square ... Read more....»
600 MOURNING DOVE DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
5 Bed · 5 Bath · 5,767 SqFt · $2,063/SqFt
Days on Market: 1
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....»
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: 56
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....»
1435 WESTWAY DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
5 Bed · 6 Bath · 5,759 SqFt · $2,066/SqFt
Days on Market: 72
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....»
7159 MANASOTA KEY ROAD
ENGLEWOOD FL 34223
Residential / Single Family Residence
6 Bed · 10 Bath · 12,789 SqFt · $930/SqFt
Days on Market: 283
County: Sarasota
Subdiv/Community Name: Manasota Sub
Legal Subdivision Name: NOT PART OF SUBDIVSION
Year built: 2011
Garage: Yes 30 vehicles
Private Pool: Yes
Waterfront: Yes — Bay/Harbor
Lot Size (in acres): 2.97
There are homes you can understand online, and then there are homes you must walk through to truly feel. This is one of them. Set on nearly 3 private acres along Lemon Bay, this gated Mediterranean-inspired estate spans 12,789 sq. ft. of resort-style living with unmatched amenities on Florida’s Gulf Coast, all within this private estate. Enter through grand gates and follow a sweeping driveway framed by mature oaks, tranquil ponds, waterfalls, and curated sculptures. The grounds include manicured lawns, a putting green, bocce and volleyball courts, and expansive outdoor recreation. A dramatic porte cochère introduces a soaring two-story foyer with ... Read more....»
2542 CASEY KEY ROAD
NOKOMIS FL 34275
Residential / Single Family Residence
5 Bed · 5 Bath · 5,414 SqFt · $2,207/SqFt
Days on Market: 124
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....»
1290 HIDDEN HARBOR WAY
SARASOTA FL 34242
Residential / Single Family Residence
5 Bed · 5 Bath · 6,079 SqFt · $1,970/SqFt
Days on Market: 1
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....»
546 FREELING DRIVE
SARASOTA FL 34242
Residential / Single Family Residence
5 Bed · 5 Bath · 4,353 SqFt · $2,872/SqFt
Days on Market: 13
Cumulative Days on Market: 182
County: Sarasota
Subdiv/Community Name: Bay Island
Legal Subdivision Name: BAY ISLAND
Year built: 2027
Garage: Yes 10 vehicles
Private Pool: Yes
Waterfront: Yes — Canal - Saltwater
Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush ... Read more....»
3000 SOUTHWEST DRIVE
SARASOTA FL 34239
Residential / Single Family Residence
5 Bed · 4 Bath · 8,125 SqFt · $1,569/SqFt
Days on Market: 199
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....»
1561 GULF OF MEXICO DRIVE UNIT 403
LONGBOAT KEY FL 34228
Residential / Condominium
3 Bed · 3 Bath · 4,187 SqFt · $3,069/SqFt
Days on Market: 672
County: Sarasota
Subdiv/Community Name: St Regis
Legal Subdivision Name: ST. REGIS LONGBOAT KEY
Year built: 2024
Garage: Yes 2 vehicles
Community Pool: Yes
Waterfront: Yes — Gulf/Ocean
Experience unparalleled luxury with breathtaking views of the Gulf of Mexico in the Armand Building. This exceptional residence features an open-concept floorplan designed for entertaining, complete with floor-to-ceiling glass doors that lead to an expansive terrace outfitted with a built-in gas grill, perfect for seamless indoor-outdoor living. Ideal for multi-generational gatherings, the clubroom serves as a fantastic bonus space, featuring a wet bar equipped with an ice maker, bar sink, and wine fridge. The gourmet kitchen is a chef’s dream, showcasing top-of-the-line Wolf and Sub-Zero appliances, including a 6-burner gas cooktop, double ovens, and an integrated cabinet front side-by-side refrigerator/freezer. ... Read more....»
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: 184
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....»
3750 BAYOU LOUISE LANE
SARASOTA FL 34242
Residential / Single Family Residence
5 Bed · 6 Bath · 5,273 SqFt · $2,446/SqFt
Days on Market: 182
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....»
139 S WASHINGTON DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
5 Bed · 6 Bath · 7,817 SqFt · $1,657/SqFt
Days on Market: 400
County: Sarasota
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: SAINT ARMANDS DIV JOHN RINGLING ESTATES
Year built: 1936
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes — Bay/Harbor
Like a Picassos’ Mona Lisa, a true masterpiece. THIS home is the GEM of all jewels. It is one of a kind, created with artistry-imagination & craftsmanship that simply cannot be replicated. This is not your typical concrete block home. It has warmth, & timeless character. Every detail reflects the skill of master craftsmen whose work has become increasingly rare. Homes of this quality are no longer built, making this residence as exceptional as it is beautiful. In a world filled with contemporary “concrete boxes” that often lack warmth, personality & charm, this home stands apart. It invites you to ... Read more....»
1209 WESTWAY DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
6 Bed · 6 Bath · 6,862 SqFt · $2,026/SqFt
Days on Market: 4
Cumulative Days on Market: 340
County: Sarasota
Subdiv/Community Name: Lido Shores
Legal Subdivision Name: LIDO C
Year built: 1987
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes — Gulf/Ocean
One of Sarasota's most extraordinary Gulf-front estates, this magnificent coastal sanctuary is gracefully positioned within the exclusive enclave of Lido Shores, representing the pinnacle of luxury, architectural distinction, and timeless elegance. Framed by a majestic backdrop of endless Gulf waters and breathtaking sunsets, the residence commands one of the area's most coveted stretches of coastline, where panoramic views and unparalleled privacy create an unforgettable setting. Designed by celebrated architect Clifford M. Scholz, this exceptional 6,862-square-foot masterpiece is a striking expression of modern sophistication, seamlessly blending architectural artistry with refined coastal living. Spectacular interiors unfold beneath soaring ceilings accented by dramatic ... Read more....»
6489 GULFSIDE ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 6,616 SqFt · $2,115/SqFt
Days on Market: 162
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
This Seaward Homes Curated Collection residence at 6489 Gulfside is ready for occupancy. Enjoy the ultimate Longboat Key lifestyle with your own direct Gulf-front private access and stunning views of the Gulf of Mexico. Designed by DSDG Architects, this home epitomizes exceptional quality and attention to detail. Come and witness the cutting edge of enhanced hurricane construction, wander and enjoy the exquisite staging by Clive Daneil Homes. Situated on a coveted 90' Gulf/Beach-front lot, the property offers soft sands, endless Gulf views, and miles of walkability. In 2025, Longboat Key completed a significant beach re-nourishment project, giving Gulfside Road ... Read more....»
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.
