11 Oakland Ave

Stunning Designer owned Sag Harbor Village home available for summer rental 2026 with an enviable guest house and sparkling pool right in the heart of the historic district yet fully stocked with every modern luxury amenity one could want. A+ location right off Main Street a couple of short blocks to all the shops and restaurants, take-out - the 5 and Dime, galleries and marina. In the other direction, the park is perfect for taking the kids where public tennis courts can keep everyone healthy and fit. The entire house inside and out is thoroughly considered and the extremely private yard, landscaped beautifully with thousands of flowering hydrangea has a guest cottage with Queen sized bed and full bath, two separate dining areas and a beautiful heated Gunite pool. Inside, off the enticing front porch is a foyer with a giant closet filled with all the toys one can imagine to keep the little ones entertained. Bright spacious ground floor open plan flows seamlessly outside with sliders and windows surrounding the 2 living spaces and kitchen. Try your fingers on the piano, lounge around in the beautiful spaces admiring the beautifully curated rooms. The kitchen is fitted with all you need for entertaining indoors and out. The owner has seriously thought of everything! A BBQ deck right off the kitchen overlooks the backyard. Lighting has been carefully selected to create an enchanting experience as dusk falls. The master suite is tucked at ground level in the back of the house for ultimate privacy. Sliders take you to a terraced patio set apart from the rest of the garden. It is fitted with a home office area, walk-in closet and a luxurious master bath with double-headed shower and soaking tub. The laundry room is on this level. Upstairs are two guest bedrooms which share a bathroom. This is a boutique experience at the core. Everything from beach chairs, sun umbrellas and bicycles, Sonos sound system, outdoor dining ware, all a second to the heart and soul of Sag Harbor Main street. Sheer Perfection. This property will create the memories you dream for...and you will want to come back year after year.