luxury waterfront properties for sale Southold, United States

Rare Shoreline Opportunity in Pine Orchard~Prime Coastal Investment & Lifestyle Potential.....Offered on the market for the first time, this quintessential Pine Orchard property presents a rare value-add opportunity in one of Branford's most prestigious coastal neighborhoods. Situated on a generous lot steps from water access and surrounded by multi-million-dollar homes, it offers endless upside for both investors and future homeowners. For the Investor~Immediate Cash-Flow:Currently configured as a 4-unit home with clean, updated units ready to rent at full market rates ($1,500+/mo each). Historically, rents were kept intentionally low, leaving immediate upside. Value-Add Pathways:Convert the structure into 2 luxury units, explore lot-split possibilities, or transform the detached 7-bay garage into an ADU or additional income stream (subject to approvals). For the Homeowner~Coastal Living:Enjoy an enviable "by-the-water" location with water access right down the street. Versatile Footprint: Easily transform into a single-family coastal compound, a primary residence with an in-law suite, or a guest cottage setup. Endless Space: The expansive lot and 7-bay garage offer ample room for expansion, workshops, or custom outdoor living. Whether you seek to manufacture equity through strategic upgrades or build your dream shoreline estate with passive income, this versatile property delivers unmatched potential. Qualified Buyers Only. Proof of Funds/PreApproval Req. prior to Showing.

WATERFRONT on INDIAN AVENUE. C ad M le F ilte, One Hundred Thousand Welcomes. An extraordinary waterfront compound located on the historic grounds of Stonybrook Estate. The property features a 4,609 square foot Manor House built in 1988, a historically significant 1,522 square foot Horace Trumbauer Gate House constructed in 1935, and a gunite pool with cabana overlooking the Sakonnet River. This gracious contemporary home was custom-designed with traditional elements including a steeply pitched slate roof, tall gables and half-timbering. Through the front door is a comfortable, open floor plan with stunning water views from nearly every room. The kitchen, living, dining and primary bedrooms all provide access to stone terraces around the pool and lush gardens with opportunities for a relaxing indoor-outdoor lifestyle. Enjoy expansive water views and meticulously landscaped grounds with specimen trees and an English Garden. This bucolic setting is on the rural and much-loved Indian Avenue, just 1.5 miles from beautiful Second and Third Beaches and 15 minutes to downtown Newport.