5 Gracie Square

5 Gracie Square is a 1929 pre-war masonry apartment house of fifteen stories, built in the substantial, dignified manner of the Gracie Square cooperatives that went up at the close of the 1920s. The building wraps the river end of East 84th Street — its lot also fronts the 602–606 East 84th Street frontage — and it was sited, like its neighbors, to orient its principal rooms toward the water and the open eastern sky.

With just 43 residences across fifteen floors, the building is intimate, and the apartments are scaled to the period: separate entry foyers, defined living and dining rooms, high ceilings, hardwood floors, and the deep, gracious proportions that pre-war buyers prize. The most coveted homes are those that capture the East River outlook — open, unobstructed water views that cannot be built away — and the larger, higher of these trade as genuinely scarce inventory. This is a building for buyers who want pre-war scale and river light in one of the quietest corners of Manhattan.

5 Gracie Square runs as a full-service pre-war cooperative, with an attended lobby, a resident superintendent, central laundry, and private storage, and a small, settled shareholder body characteristic of the enclave. The building has carried out the periodic façade and exterior maintenance expected of a masonry building of its age, keeping the envelope sound. As at every cooperative, purchases proceed through a board application and personal interview. Because Gracie Square buildings tend toward conservative, primary-residence-oriented boards, prospective buyers should confirm the cooperative's current financing, sublet, pied-à-terre, and pet policies with the managing agent while preparing the board package.

Recent sales

Recent transfers at this building, curated by The Roebling Team research desk. Prices are the transfer amounts recorded with the NYC Department of Finance; apartment-level detail is checked against the building’s own file in The Roebling Research Library before publishing.

Market read. $/sf is measured on the latest sales with reliable square footage (2007): a median $1,141/sf across 1 sale. The building has traded as recently as 2025. Median listing discount 4.5% from the last ask — a recurring negotiation gap worth pricing into any offer or listing strategy.

Sales sourced from NYC Department of Finance recorded transfers (BBL 1-01590-0044) and verified listing data. Apartment-level facts (line, condition, asking-price context) curated and cross-verified by The Roebling Team research desk. Not all transactions cross-verify with ACRIS records — sponsor and LLC purchases sometimes record at stipulated values rather than market price.

The view and the address are the asset — prioritize the river-facing homes, where the open water outlook is the thing you cannot replicate elsewhere on the East Side. Underwrite the purchase as a pre-war cooperative transaction with a likely conservative board: prepare a strong, liquid financial package, plan for a primary-residence orientation, and confirm the building's specific financing and sublet terms with management before you commit. In exchange you get something genuinely scarce — a large pre-war apartment on the East River, beside Carl Schurz Park and its esplanade, in one of the calmest and most private settings in Manhattan, within walking distance of Yorkville's shops and the East 86th Street crosstown and subway service.

Sell the water and the enclave. A river-facing apartment on Gracie Square is among the rarest products on the Upper East Side, and the open outlook, the breezes, and the park at the door are the marketing core — lead with them. The building's pre-war proportions and full-time service reinforce the case, and homes that have preserved or thoughtfully restored their classic layouts present best to the discerning, primary-residence buyer this enclave attracts. Because the building and the street trade so infrequently, a well-prepared listing meets demand that has often been waiting years for exactly this address.

If you're considering 5 Gracie Square, these nearby river-leaning and pre-war Upper East Side cooperatives form a natural comparison set:

• 10 Gracie Square — landmark pre-war cooperative on the same block
• 530 East 72nd Street — full-service river-facing co-op to the south
• 420 East 72nd Street — large East River cooperative
• 340 East 72nd Street — boutique white-glove pre-war co-op
• 360 East 72nd Street — full-service East 70s cooperative