81
$4,999,000
5 bd · 3 ba · 3,842 sqft
3606 Fair Oaks Pl, Longboat Key, FL
Renee Preininger · SARASOTA TRUST REALTY COMPANY
Est. $45,258/moGet pre-qualified$1,421/sqft · 56 days on Realty
4
Beds
5
Baths
4,921
Sqft
2001
Built
Some homes are simply built differently. Conceived as a grand private waterfront estate, this remarkable residence within the exclusive gated enclave of Lighthouse Point is a rare expression of architectural elegance, exceptional privacy, world-class boating, and effortless coastal luxury. Perfectly positioned on more than one-third of an acre overlooking a tranquil lagoon with coveted bridgeless access to Sarasota Bay and the Gulf of Mexico, this extraordinary four-bedroom, four-full-bath, one-half-bath residence unfolds across nearly five thousand square feet of refined living space. Originally conceived as a grand coastal estate and extensively reimagined in 2021, the home creates an atmosphere that is both elegant and remarkably livable. A dramatic two-story foyer with soaring tongue-and-groove ceilings, arched French doors, custom millwork, and an architectural wraparound gallery immediately establishes a while walls of glass frame shimmering water views and expansive sliding doors seamlessly connect the interior living spaces to spectacular waterfront terraces. Designed for both intimate gatherings and grand entertaining, the elegant great room flows effortlessly to the resort-inspired outdoor living areas overlooking the saltwater pool, spa, lush tropical landscaping, and private dock beyond. At the heart of the home, the custom Cucina Ricci kitchen is as beautiful as it is functional, featuring handcrafted cabinetry, an oversized entertaining island, and an exceptional suite of integrated Miele VitroLine appliances, including double ovens, induction cooking, and a built-in coffee system. Just beyond, a waterfront lounge offers the perfect setting for casual living or media enjoyment while maintaining an uninterrupted connection to the outdoor loggia. Privately situated on the main level, the owner's retreat is a true sanctuary, offering peaceful water views, direct terrace access, dual custom walk-in closets, and a beautifully renovated spa-inspired bath with oversized vanities, designer finishes, and an expansive walk-in rain shower. Upstairs, three spacious en-suite guest bedrooms and an additional loft-style lounge or office provide luxurious accommodations for family and guests. Outside, the estate lives like a private waterfront resort, where a stunning travertine pool terrace, mature tropical landscaping, integrated landscape lighting, and multiple outdoor entertaining areas create an extraordinary setting for year-round coastal living. Boating enthusiasts will appreciate the protected deep-water dock featuring a fourteen-thousand-pound lift, upgraded motors, dockside Wi-Fi, and immediate bridge-free access to Sarasota Bay and the Gulf, placing some of Florida's finest boating just moments from your backyard. Thoughtfully appointed throughout, the residence also features a fully renovated interior, impact-rated windows and doors, hurricane protection, a whole-house Kohler generator, integrated Yamaha indoor/outdoor audio, a spacious three-car garage with EV charging capability, and numerous additional upgrades that allow the home to be enjoyed with complete confidence. Residents of Lighthouse Point enjoy private tennis courts, a short stroll to the pristine beaches of Longboat Key, and convenient access to the Longboat Key Club, St. Armands Circle, and the world-class dining, shopping, and cultural attractions of downtown Sarasota. An exceptional offering in one of Longboat Key's most prestigious waterfront communities.
Listing agent
Rich Polese
Courtesy of COMPASS FLORIDA LLC
(941) 914-7115
Stellar MLS · Listing MFRA4702631
$1,399,000
Estimated monthly payment
$45,258/mo
Loan amount $5,596,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
School ratings (A+ to F) from HJN community data.
Sarasota School of Arts/Sciences
6-8 · Regular · Sarasota County School District
747 students · 18.7:1 student–teacher
Bay Haven School of Basics Plus
KG-5 · Regular · Sarasota County School District
547 students · 16.1:1 student–teacher
Sarasota Military Academy
6-12 · Regular · Sarasota County School District
997 students · 14.9:1 student–teacher
Children First
PK-PK · Special Education · Sarasota County School District
24 students · 3.0:1 student–teacher
The Out-of-Door Academy
PK-12 · Regular
768 students · 8.0:1 student–teacher
Booker High School
9-12 · Regular · Sarasota County School District
1,479 students · 18.5:1 student–teacher
Southside Elementary School
PK-5 · Regular · Sarasota County School District
696 students · 15.1:1 student–teacher
Sarasota High School
9-12 · Regular · Sarasota County School District
2,359 students · 19.5:1 student–teacher
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Longboat Key camera map3 license-plate readers mapped within ½ mile of this home. Nearest: 0.4 mi northeast.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| License-plate readers | 3 | 3 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
License-plate readers (ALPR) are fixed cameras that photograph passing vehicles and read their plates. Records are typically shared with the agency or association that operates the camera.
Within 2 miles of this home: 30 restaurants and cafés, 1 grocery store, and 8 parks and green spaces.
Place data from OpenStreetMap.
Chart House
South Gulf of Mexico Drive
New Pass Grill & Bait Shop
The Old Salty Dog
Speaks Clam Bar
Boulevard of the Presidents
Ephesus Mediterranean Delights
Boulevard of the Presidents
Madison Avenue Cafe And Deli
Boulevard of the Presidents
Blue Kouzina
Boulevard of the Presidents
Lynches Pub & Grub
Boulevard of the Presidents
St. Armands Market
South Boulevard of the Presidents
Overlook Park
South Gulf of Mexico Drive
Quick Point Nature Preserve
Sarasota Bay Walk
Pansy Bayou
Ken Thompson Park
Ken Thompson Parkway
Coolidge Park
Bird Key Park
Causeway Park
Stellar MLSThis content last refreshed on 2026-11-03 14:43:46 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
81
$4,999,000
5 bd · 3 ba · 3,842 sqft
3606 Fair Oaks Pl, Longboat Key, FL
Renee Preininger · SARASOTA TRUST REALTY COMPANY
46$5,500,000
4 bd · 4 ba · 3,954 sqft
775 Longboat Club Rd, 1008-1007, Longboat Key, FL
Lenore Treiman · MICHAEL SAUNDERS & COMPANY
85$7,900,000
5 bd · 6 ba · 3,203 sqft
6061 Gulf Of Mexico Dr, Longboat Key, FL
Reid Murphy · DEVELOPERS REALTY LBK, INC
58$5,995,000
3 bd · 5 ba · 3,400 sqft
1241 Gulf Of Mexico Dr #Ph1102, Longboat Key, FL
Steve Walter · MICHAEL SAUNDERS & COMPANY
98$4,980,000
5 bd · 6 ba · 3,503 sqft
7147 La Lenaire Dr, Longboat Key, FL
Christy Travis · RE/MAX ALLIANCE GROUP
76$5,295,000
5 bd · 5 ba · 4,361 sqft
3100 Gulf Of Mexico Dr, Longboat Key, FL
Reid Murphy · DEVELOPERS REALTY LBK, INC




