323 Second Avenue

The building is a characteristic late-1920s Manhattan apartment house: a substantial masonry structure built for permanence, with the deep walls, high ceilings, and well-proportioned rooms that pre-war construction is prized for. Sixteen stories give upper-floor apartments real light and open outlook over the lower-rise blocks around Stuyvesant Square, while the masonry envelope delivers the quiet and thermal stability that newer construction often cannot.

With roughly 105 apartments, the residence mix runs across the typical pre-war range — from efficient one-bedroom layouts to larger family-sized homes, many retaining hallmark details such as entry foyers, separated living and sleeping zones, and hardwood floors. Renovation levels vary apartment to apartment, as they do across pre-war co-ops, which means value is driven heavily by the specific home's condition, layout efficiency, floor, and exposure.

323 Second Avenue operates as a full-service cooperative, with an attended lobby, elevator service, central laundry, and a resident superintendent keeping the building in hand. As a pre-war co-op, the building is run for stability — owner-occupancy, careful maintenance, and a board that oversees admissions and house rules in the cooperative tradition.

As with cooperatives generally, purchases require board approval and a financial package, and the building's specific policies — on financing percentage, subletting, pets, and pied-à-terre ownership — are governed by its proprietary lease and house rules. We review the current rules and the building's financials with buyers as part of any transaction, so the board's posture is understood before an offer goes in rather than discovered after.

Recent sales

Recent transfers at this building, curated by The Roebling Team research desk. Apartment-level facts are independently verified before publishing; sale prices reflect the recorded transfer amount at the NYC Department of Finance.

Market read. Most recent trades (2026) cleared a median $1,334/sf across 2 sales. Median listing discount 2.3% 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 1-00899-0032) 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; square footage on co-ops is not officially recorded, figures shown are approximate.

This is a classic pre-war co-op purchase, so two things matter most: the specific apartment and the board. On the apartment, weigh floor, exposure, layout efficiency, and renovation level — a well-renovated, well-laid-out home commands a real premium over a dated one of the same size. On the building, plan for a co-op purchase path: a board package, financials, and an interview, with financing and sublet policies set by the building's governing documents. We help buyers assess the home, read the co-op's financials and rules, and prepare a board package that clears cleanly.

Sell the pre-war bones and the location. Buyers in this corridor want what the building offers — solid 1929 construction, full-service operation, classic layouts, and proximity to Stuyvesant Square, Gramercy, and strong East Side transit — at a price below the Gramercy Park trophy tier. Sellers do best by presenting the apartment in its best light (renovation and staging move the needle here), pricing against recent in-building and comparable pre-war co-op sales, and preparing buyers for the board process early so an accepted offer proceeds to a clean approval. A well-prepared package and a board-ready buyer are the keys to a smooth close in a cooperative.

If you're considering 323 Second Avenue, also look at these Gramercy and Stuyvesant Square buildings:

• 32 Gramercy Park South — pre-war Gramercy Park cooperative
• 50 Gramercy Park North — full-service building on the park
• 60 Gramercy Park North — pre-war Gramercy cooperative
• 34 Gramercy Park East — historic Gramercy cooperative
• 117 East 18th Street — Gramercy-area building
• 305 Second Avenue — Stuyvesant Square condominium nearby

The Roebling Team at Compass works the Gramercy and Stuyvesant Square market closely — the pre-war cooperatives, the board dynamics, and the value gap between the park-front trophy buildings and the strong, livable stock just off them. We publish this profile because buyers and sellers at full-service pre-war co-ops deserve building-specific intelligence: construction quality, the co-op's posture, and where pricing sits against the real comparable set.

If you're weighing a purchase or sale at 323 Second Avenue, a 30-minute consultation is the right starting point.