5 Standout New York Estates from Sag Harbor to Central Park South

Along the streets of Sag Harbor Village, this beautifully renovated 1882 Gothic Victorian offers a rare chance to enjoy a landmark-era residence with approved permits to thoughtfully grow. Plans allow for an approximate 1,500-square-foot expansion of the main home, along with the addition of a separate studio and pool house, creating flexibility for work, guests, or creative pursuits. Period architecture takes center stage: deep eaves and multiple gables frame a dramatic turret, while oversized Victorian windows and soaring ceilings draw exceptional natural light through the interiors. Outside, the meticulously landscaped .46-acre setting is surrounded by historic turn-of-the-century homes, placing daily life in one of the village’s most charming, peaceful pockets—where a morning coffee and an evening stroll feel naturally in rhythm with Sag Harbor’s enduring character.

Sitting twenty-two floors directly above Central Park, this fully renovated residence frames spectacular park views through oversized windows and benefits from high ceilings throughout. A huge entrance foyer sets an elegant arrival, opening into a giant living room–dining room designed for both quiet mornings and lively evenings. The eat-in kitchen adds everyday ease, while abundant storage keeps the interiors feeling calm and collected. Two extra-large bedrooms are arranged for privacy and each features an ensuite bath, creating a comfortable rhythm for daily life and overnight guests alike. Positioned on Central Park South in New York, the setting brings the park into view and into routine—an ever-changing backdrop that feels distinctly Manhattan, day and night.

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Along the water’s edge on Reynolds Channel, this brand-new, never-lived-in, four-level waterfront residence pairs crisp contemporary design with 60 feet of premium frontage, a new bulkhead, and a private dock. Inside, expansive living spaces are oriented to unobstructed water views, with an elevator connecting each level for easy daily flow. A chef’s kitchen anchors the home, complemented by 5 bedrooms and 4.5 designer baths. Outdoor living reads like a private resort: a hot tub, built-in BBQs, and a heated rooftop deck that frames NYC views. Practical luxuries include a 3-car garage and ample parking, plus exclusive Point Lookout beach and playground rights. Set on the Long Beach Barrier Island, Point Lookout’s relaxed beach lifestyle encourages walking and biking through its compact village grid, with marinas and ocean beaches close by.

Beyond a private gated entrance and sweeping drive, this Mediterranean waterfront villa brings a sense of old-world grandeur to Staten Island. A classic Spanish tile roof crowns the exterior, while inside, a dramatic foyer rises to ceilings exceeding 24 feet, with marble surfaces catching light and a statement staircase reading as sculpture. Hand-finished walls, curated architectural detailing, intricate woodwork, and a custom marble fireplace set a gallery-like tone throughout expansive living spaces, where arched passageways and seamless marble-and-tile flooring lead to oversized windows framing uninterrupted open-water views. The refined kitchen is paired with a fully appointed butler’s pantry for effortless entertaining, and multiple architecturally distinct balconies offer elevated vantage points. An elevator links every level, including three separate laundry rooms and a lower level with imported woodwork, a private theater, custom wine cellar, and wet bar. Outside, a resort-style pool and stone path meet the water’s edge.

Steps from the beach in Point Lookout, this fully renovated retreat spans four lots totaling 8,000 sq ft and leans into easy Long Beach Barrier Island living. Inside, a light-filled open layout centers on a chef’s kitchen with high-end appliances, custom millwork, wide-plank wood floors, and a Carrara marble island. A primary suite adds a quiet note of comfort with its own fireplace, while the home offers 6 bedrooms and 4 baths overall. Outdoors, a fully equipped kitchen sets the stage for long afternoons, framed by lush landscaping and a heated saltwater Gunite pool. Practical touches include six parking spaces, a 2-car garage, a pool house, and extra storage. With the village’s walkable, bike-friendly scale and water all around, days here naturally drift toward fresh air and shoreline routines.