Waterfront single family homes with sailboat access to Charlotte Harbor, Pine Island Sound, the ICW, the Gulf of Mexico and beyond.
600 PUTTER LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 5,982 SqFt · $1,571/SqFt
Days on Market: 207
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES, UNIT 5, SEC 3
Year built: 2017
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes — Bay/Harbor
Welcome to Paradise on Longboat Key. This coastal modern home is located on the direct bayfront with a total of 270 feet of waterfront on an oversized lot consisting of 18,290 square feet. As you enter the home, your first view is a serene and expansive view of Sarasota Bay all the way from the Ringling Museum to Downtown Sarasota and the Ringling Bridge. Enjoy different types of boating as the dock includes 2 jet ski lifts and a 13,000 pound boat lift. With plenty of interior space, there are 5 bedrooms and 5 baths plus ... Read more....»
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....»
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....»
1340 HARBOR DRIVE
SARASOTA FL 34239
Residential / Single Family Residence
4 Bed · 5 Bath · 5,157 SqFt · $2,132/SqFt
Days on Market: 181
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. Superb New 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 floor ... Read more....»
3550 BAYOU LOUISE LANE
SARASOTA FL 34242
Residential / Single Family Residence
5 Bed · 5 Bath · 4,325 SqFt · $2,751/SqFt
Days on Market: 7
Cumulative Days on Market: 164
County: Sarasota
Subdiv/Community Name: Siesta Rev
Legal Subdivision Name: SIESTA REV OF
Year built: 2027
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes — Gulf/Ocean to Bay
Pre-Construction. To be built. Pre-Construction. To be built. The lot is also available as vacant land (MLS #A4682294) ($6.7M). Introducing the Miller Floorplan designed by award winning Konstant Architecture (plans complete and available), a to be built waterfront estate set on one of the most extraordinary parcels on the north end of Siesta Key, one of only 10 properties with water access on the east and west. This award-winning luxury custom build plan is the example of architectural excellence at the highest level. Positioned on over three quarters of an acre with 175 feet of pristine water frontage, this rare ... 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: 14
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....»
3000 SOUTHWEST DRIVE
SARASOTA FL 34239
Residential / Single Family Residence
5 Bed · 4 Bath · 8,125 SqFt · $1,569/SqFt
Days on Market: 163
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....»
139 S WASHINGTON DRIVE
SARASOTA FL 34236
Residential / Single Family Residence
5 Bed · 6 Bath · 7,817 SqFt · $1,657/SqFt
Days on Market: 348
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....»
1436 JOHN RINGLING PARKWAY
SARASOTA FL 34236
Residential / Single Family Residence
5 Bed · 5 Bath · 7,931 SqFt · $1,637/SqFt
Days on Market: 188
County: Sarasota
Subdiv/Community Name: Lido Shores
Legal Subdivision Name: LIDO C
Year built: 2009
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes — Bay/Harbor
Live your luxury at Casa Lido, a spectacular waterfront estate in the enclave of Lido Shores, offering sweeping, unobstructed views across Sarasota Bay to downtown Sarasota and iconic Ringling Bridge, while having private beach access. This is a rare opportunity to own a residence of extraordinary scale, presence and craftsmanship, where every detail has been custom-designed and executed at the highest level. A private, gated drive leads to a dramatic custom arched wooden double door entry opening to a two-story grand foyer, setting the tone for the home’s impressive proportions and architectural sophistication. Soaring ceilings, refined millwork, curated chandeliers and ... Read more....»
1386 TANGIER WAY
SARASOTA FL 34239
Residential / Single Family Residence
4 Bed · 4 Bath · 4,865 SqFt · $3,289/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: San Remo Estates
Legal Subdivision Name: SAN REMO ESTATES
Year built: 2027
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes — Bay/Harbor
Pre-Construction. To be built. Situated in San Remo Estates, one of Sarasota's most exclusive waterfront communities, this upcoming new construction home, designed and built by Pham Development, represents the pinnacle of luxury living in one of the city's most sought-after locations. Perfectly positioned West of the Trail, just before the North Siesta Key Bridge, the home provides effortless access to Siesta Key's world-renowned beaches while remaining minutes from Southside Village, Sarasota Memorial Hospital, St. Armands Circle, downtown Sarasota, exceptional dining, shopping, and the area's renowned arts and culture. Set on a 0.37-acre homesite with 100 feet of seawall along Roberts ... Read more....»
388 S SHORE DRIVE
SARASOTA FL 34234
Residential / Single Family Residence
5 Bed · 4 Bath · 7,428 SqFt · $2,551/SqFt
Days on Market: 279
County: Sarasota
Subdiv/Community Name: Sapphire Shores
Legal Subdivision Name: SAPPHIRE SHORES RESUB BLK M
Year built: 2025
Garage: Yes 8 vehicles
Private Pool: Yes
Waterfront: Yes — Bay/Harbor
2026 National Gold Nugget Award of Merit Winner. SRQ Magazine 2026 Home of the Year. World-renowned as Florida’s cultural coast, Sarasota’s heritage of culture and the arts provides a distinguished backdrop for its newest architectural tour de force – Lunara. Set in Sapphire Shores, one of Sarasota’s most historic and culturally rich neighborhoods, the location is quintessentially Sarasota. This prized location, originally chosen by one of the city's foremost visionaries for his own Ca' d'Zan mansion, commands what are widely regarded as the city's best views, with sweeping panoramas of Sarasota Bay, the downtown skyline, and the landmark Ringling Bridge. ... Read more....»
3315 BAY SHORE ROAD
SARASOTA FL 34234
Residential / Single Family Residence
5 Bed · 9 Bath · 10,871 SqFt · $2,024/SqFt
Days on Market: 245
County: Sarasota
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: INDIAN BEACH MAP OF
Year built: 1987
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes — Bay/Harbor
Lot Size (in acres): 2.41
Three dwellings set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in ... Read more....»
1310 S LAKE SHORE DRIVE
SARASOTA FL 34231
Residential / Single Family Residence
4 Bed · 4 Bath · 10,697 SqFt · $2,468/SqFt
Days on Market: 242
County: Sarasota
Subdiv/Community Name: Oyster Bay Estates
Legal Subdivision Name: OYSTER BAY ESTATES
Year built: 1992
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes — Intracoastal Waterway
Lot Size (in acres): 1.22
Welcome to Villa Meraviglia - A Home Beyond Imagination. An extraordinary Neo-Classical Italian Renaissance Estate set on 1.22 bayfront acres in Sarasota’s exclusive Oyster Bay Estates. Featuring 146 feet of pristine, direct frontage along the sparkling waters of Little Sarasota Bay, where sweeping panoramic views unfold, this walled and gated estate feels like a grand villa on the shores of Lake Como. A bold metallic gate, crowned with a striking Medusa head, sets the tone for the arrival experience, while two additional gold leafed gates - each equipped with electromagnetic openers - provide secure access, including a private entry to ... 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.
