21 East 66th Street
21 East 66th Street, New York, NY 10065
BBL 1013817504 · BIN 1041167
- Year built
- 1921
- Type
- Condominium
- Units
- 19
- Floors
- 12
- Landmark
- In a historic district
Every recorded sale at this building, 2004–2026
Price-per-square-foot over time, the line- and floor-premium curves, and every recorded sale.
- Median $/sf (floor-adjusted)
- $2,416
- Listing discount
- 8.5%
- Recorded sales
- 20
- On record
- 2004–2026
Own an apartment here? See what it would sell for.
A Private Pricing Opinion — what your apartment at 21 East 66th Street would likely sell for today, what it costs to sell, and what you’d walk away with — reviewed personally against condition, exposures, renovation quality, and the competition actually on the market.
21 East 66th Street — Chez 66 — is one of the earliest pre-war condominium conversions on the Upper East Side, converted to condominium in 1987. It stands between Madison and Fifth Avenues, steps from Central Park, on a prime block near the museums. Built in 1921, it is a pre-war red-brick building with rope quoins, and its interiors carry the details buyers prize in this tier — roughly 10-foot beamed ceilings, herringbone floors, and wood-burning fireplaces.
The proposition here is pre-war grandeur in a condominium wrapper — a rare combination. The condominium structure gives buyers the ownership flexibility a co-op cannot, while the 1921 architecture, the classic six-, seven-, nine-, and eleven-room layouts, and the Madison/Fifth block deliver the pedigree of the finest pre-war addresses. For a buyer who wants a white-glove pre-war home near Central Park without co-op board constraints, Chez 66 is a distinctive choice.
Building operations
The condominium is white-glove and intentionally low-amenity: a full-time doorman and attended elevator service, with no gym or garage. This is the operating profile of the finest pre-war buildings — service and staffing over amenity clutter — and it keeps the building focused on the residences themselves.
As a condominium, ownership is by deed. Purchases clear a condo application and the board's right of first refusal rather than a full co-op board approval, and the building offers the ownership flexibility condominiums are known for — a genuine rarity in a pre-war Upper East Side building of this caliber. Confirm the current pet policy, any move-in rules, and application specifics at offer stage.
Architecture and residences
Built in 1921, the building is a pre-war red-brick structure with rope quoins, rising 12 stories and holding 19 residences — one to two apartments per floor, in classic six-, seven-, nine-, and eleven-room layouts. The interiors feature approximately 10-foot beamed ceilings, herringbone floors, and wood-burning fireplaces. The building sits within the original Upper East Side Historic District, designated in 1981, so its exterior character is protected. Its 1987 conversion made it one of the earliest pre-war Upper East Side buildings to become a condominium.
Local Law 97
- 2024–2029 annual penalty
- $0 (under cap)
- 2030–2034 annual penalty
- $14,398/yr
- Per unit / month range
- $0 – $63
- Modeled exposure split equally across 19 units (the city tax-lot count). Not an assessed amount; co-op shareholders are typically charged by share allocation.
Source: NYC LL84 benchmarking and PLUTO · The Roebling Research Library. City record last verified September 2026.
See full Local Law 97 analysis — emissions history, scenarios, methodology →Facade safety — Local Law 11
The latest available filing classified the facade as Unsafe — conditions requiring corrective action, which under FISP means a protective sidewalk shed and repairs. Review the subsequent filings, the repair status, and the building’s board and financial materials — we pull the repair scope and funding picture for you.
How to read this, and where it comes from
QEWI = Qualified Exterior Wall Inspector — the licensed engineer the city requires to sign the report (the independent expert, not the managing agent).
Penalties shown are amounts DOB assessed against filings on record across 2005–10 to 2020–25. The FISP dataset does not record whether they were paid, contested or remain open, so treat the figure as history rather than a current balance and confirm the building’s standing with the managing agent.
Source: NYC DOB facade filings (FISP) · The Roebling Research Library. City record last verified September 2026.
Recent sales
Condominium pricing is read on a price-per-square-foot basis, and 21 East 66th trades as a strong pre-war condominium, with partial-floor two-bedrooms at the entry end and full-floor homes at the top. With only 19 residences and one to two apartments per floor, resale volume is thin and each closing carries weight. When underwriting a purchase or a list price, capture the square footage, the room count, the floor, the exposure, and renovation condition rather than relying on a neighborhood average.
Unit-level transaction history is maintained in The Roebling Research Library and shared with clients during diligence.
Recent closings at this building, from The Roebling Research Library. 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.
| Date | Unit | Apartment | Price | PPSF | vs. Ask |
|---|---|---|---|---|---|
| Aug 18, 2026 | 8W | 3 BR · 3.5 BA · 2,000 sf | $5,200,000 | $2,600/sf | -8.0% |
| Dec 11, 2024 | 6E | 2 BR · 2 BA · 1,400 sf | $3,150,000 | $2,250/sf | -1.6% |
| Dec 1, 2023 | 2W | 3 BR · 3 BA · 1,906 sf | $3,100,000 | $1,626/sf | -19.7% |
| Nov 30, 2022 | 3E | 3 BR · 2.5 BA · 1,700 sf | $3,215,362 | $1,891/sf | -1.1% |
| May 20, 2021 | 8E | 3 BR · 1,700 sf | $3,200,000 | $1,882/sf | -8.4% |
| Nov 14, 2019 | 2W | 2 BR · 1,903 sf | $2,952,925 | $1,552/sf | -19.1% |
| Mar 6, 2019 | 5W | 3 BR · 3 BA · 1,906 sf | $4,850,000 | $2,545/sf | -17.8% |
| Nov 27, 2017 | 7 | 3 BR · 4.5 BA · 3,600 sf | $11,250,000 | $3,125/sf | -13.1% |
Market read. Most recent trades (2026) cleared a median $2,416/sf (floor-adjusted) across 1 sale. Floor-adjusted means each sale is restated to a constant mix of floors, so the figure can differ from the plain median of the sales listed above. Median listing discount 8.5% from the last ask — a recurring negotiation gap worth pricing into any offer or listing strategy.
The retrade record
Lines that have traded more than once in the public record — the building’s appreciation arc, apartment by apartment.
Full closing history with price-per-square-foot over time, the complete retrade record, and every line that has traded.
Sales sourced from NYC Department of Finance recorded transfers (BBL 1-01381-7504). Apartment-level facts (line, condition, asking-price context) curated and cross-verified in The Roebling Research Library. Not all transactions cross-verify with ACRIS records — sponsor and LLC purchases sometimes record at stipulated values rather than market price; square footage from recorded condo declarations and offering plans.
At the recent median sale of $3.15M (3 sales since 2024), a buyer putting 25% down would pay about $133,793 to close, or 4.2% of the price.
- Mansion tax: $47,250
- Mortgage recording tax: $45,478
- Title insurance: $14,175
- Attorneys, lender, building fees, reserves and filings: $26,890
Assumes a resale (the seller pays transfer taxes), a $4,500 attorney fee and a mortgage on the rest.
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What to know if you’re buying
The headline is pre-war grandeur without co-op constraints. You are buying a classic 1921 home — 10-foot beamed ceilings, herringbone floors, wood-burning fireplaces, six to eleven rooms — in a condominium, steps from Central Park on a Madison/Fifth block. Note the white-glove, low-amenity profile: full doorman and attended elevator, but no gym or garage. Review the condominium's financials and reserve, and confirm the layout and room count of your unit. The reasons to buy are the pre-war pedigree, the condominium flexibility, and the location near the park and museums.
What to know if you’re selling
The story is a rare one: one of the earliest pre-war Upper East Side condo conversions, a 1921 building with wood-burning fireplaces and herringbone floors, on a prime Madison/Fifth block near Central Park. Pricing is a unit-specific exercise on a $/sf basis: square footage, room count, floor, light, and condition drive the number more than any block average. We position the pre-war character paired with condominium flexibility, prepare the buyer for the condominium process, and benchmark against the right comparable tier of pre-war Upper East Side condominiums.
Comparable buildings
If you're considering 21 East 66th Street, also look at these nearby Upper East Side buildings:
- 770 Park Avenue — pre-war cooperative nearby
- 733 Park Avenue — pre-war condominium nearby
- 135 East 79th Street — William Sofield's limestone-clad boutique Upper East Side condominium
More Upper East Side buildings
- 19 East 95th Street — 1898 co-op
- 20 East 68th Street — 1955 condop by Boak & Paris
- 20 East 76th Street (The Surrey Residences) — 1925 condominium by Schwartz & Gross
- 21 East 79th Street — 1930 co-op
- 21 East 87th Street / 22 East 88th Street — 1927 co-op by Emery Roth
- The Carlton House (21 East 61st Street / 680 Madison Avenue) — condop
The neighborhood
For the full corridor — architecture, transit, and pricing across Upper East Side — read The Roebling Team Guide to Upper East Side.
How to read the facts on this page. Items attributed to an offering plan describe the building as it was offered at that filing — unit mix, square footage, the amenity program as planned. They are not a statement about how the building operates today. Tax and compliance figures are sourced separately to current City records and carry their own dates. House rules, staffing and fee policy can change by board resolution without any public filing: treat every policy line here as a starting point for diligence and confirm it with the managing agent. Where this page compares one building or neighborhood to another, that is our analysis of the recorded record — it names the measure, the period and the sample it rests on, and it is an observation about medians rather than a prediction about any particular apartment.
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