Condominium · 1988
The Regatta
21 South End Avenue, New York, NY 10280

The Regatta (21 South End Avenue)

21 South End Avenue, New York, NY 10280

At a glance
Year built
1988
Type
Condominium
Units
182
Floors
9
Landmark
No
Pets
Permitted under the condominium framework
The Data Room

Every recorded sale at this building, 2003–2026

Price-per-square-foot over time, the line- and floor-premium curves, and every recorded sale.

Median $/sf
$744
Listing discount
4.0%
Recorded sales
197
On record
2003–2026

The Regatta is one of the original Rector Place condominiums — part of the mid-to-late-1980s building campaign that turned Battery Park City from a master-plan document into a neighborhood. It sits directly on the line of the Hudson River esplanade in the South neighborhood, which gives its better lines among the most direct waterfront outlooks in the inventory of its vintage.

Architecturally, the building is a clear statement of the Battery Park City design guidelines that gave Rector Place its cohesive masonry character. Gruzen Samton Steinglass — a leading New York residential firm of the era — produced a red-brick building over a two-story stone base with an arcade, a six-story façade indentation at the entrance, recessed balconies on the upper floors, a stepped side façade with corner windows, and a stone-clad top crowned by a modest cornice. The vocabulary is contextual masonry oriented to the harbor rather than the glass-curtain modernism of later Battery Park City towers, and the corner-window massing produces a wide range of apartment layouts.

The ownership structure is the standard Battery Park City framework, and it is the diligence item that decides outcomes here. Battery Park City is built on land leased from the Battery Park City Authority; unit owners hold their interest above a ground lease, and ground rent plus PILOT (payments in lieu of taxes) flow through common charges rather than a conventional property-tax bill. That structure — common to Battery Park City's condominiums — is why carrying costs read high against the apartment prices, and why the prices themselves sit at a structural discount to fee-simple downtown condominiums. As a lower-rise building of its generation, The Regatta tends to carry meaningful maintenance and PILOT relative to price, which corresponds to a somewhat lower price-per-square-foot than the neighborhood's newer towers.

Architecture and unit composition

The building rises nine stories in red brick over a stone-and-arcade base. The unit mix is unusually broad for a building of its size — studios through four-bedrooms, including duplexes with double-height ceilings and a large number of balconied lines, with combined and larger apartments scattered through the building. The stepped side façade and corner windows distribute light across varied floor plates; esplanade- and harbor-facing exposures and upper floors carry the premium. Finishes vary by renovation cycle — the building is now more than three decades past its sponsor finishes, and many lines include full-size appliances and in-unit washer-dryers.

Building operations

Full-service at a mid-scale: 24-hour doorman and concierge, a full-time superintendent, a landscaped roof deck, an interior common garden, a bicycle room, private basement storage, and central air conditioning. The esplanade and the neighborhood's parks function as the building's outdoor amenity program. As with all Battery Park City buildings, the operating budget carries ground rent and PILOT, which is why common charges read high relative to the purchase price. The offering plan and the ground-lease materials available for this building are held in The Roebling Research Library and shared with clients during diligence.

Recent sales

Recent closings 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.

DateUnitApartmentPricePPSFvs. Ask
Mar 17, 2026435
1 BR · 1 BA · 673 sf
$500,600$744/sf-16.4%
Dec 22, 2025214
1 BR · 1.5 BA · 806 sf
$870,000$1,079/sf-4.4%
Sep 26, 2025722
2 BR · 2.5 BA · 1,241 sf
$1,820,000$1,467/sfoff-mkt
Sep 5, 2025321/421
4 BR · 3.5 BA · 2,590 sf
$2,400,000$927/sf-14.0%
Aug 26, 2025406
1 BR · 1.5 BA · 810 sf
$875,000$1,080/sfoff-mkt
Jul 22, 2025221
2 BR · 2.5 BA · 1,226 sf
$1,510,000$1,232/sf-7.1%
May 22, 2025233
1 BR · 1 BA · 560 sf
$530,000$946/sf-3.6%
May 5, 2025207
1 BR · 1.5 BA · 806 sf
$920,000$1,141/sf-7.5%

Market read. Most recent trades (2026) cleared a median $744/sf across 1 sale. Median listing discount 4.0% from the last ask — a recurring negotiation gap worth pricing into any offer or listing strategy.

Other recent transfers

DateUnitPrice
Feb 7, 2014737$735,000
Dec 7, 2006737$710,000
May 10, 2006421$2,500,000
View all 197 recorded sales, sortable

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 1-00016-7509) 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 from recorded condo declarations and offering plans.

What to know if you’re buying

Underwrite the ground lease and carry first. This is the central Battery Park City diligence item. Common charges here bundle ground rent and PILOT, so the headline price understates total cost of ownership. Run the True Monthly Carrying Cost Calculator on the specific unit and compare total monthly cost — not just price per foot — against fee-simple alternatives. Your attorney should review the lease documents; we provide what is on file from The Roebling Research Library.

The waterfront position is the asset. The Regatta fronts the esplanade directly, and its better lines carry open Hudson outlooks. Price those lines to their own history — the spread between water-facing and interior exposures is wide.

Outdoor space is unusually common here. Recessed balconies appear across many lines, and the duplexes add volume. Buyers who want private outdoor space should weigh those layouts specifically.

Condo mechanics are a genuine flexibility. Condominium transfer mechanics apply — no co-op board interview — which widens what is possible for relocating professionals, international buyers, and parents buying with children. Pets, pied-à-terre use, and subletting are all permitted under the condominium framework.

What to know if you’re selling

Sell the documents, not just the apartment. Ground-lease anxiety is the most common buyer objection in Battery Park City, and it is best answered with the actual lease and rent schedule. We put the primary documents in front of serious buyers' counsel early — it shortens diligence and protects price.

Lead with the esplanade frontage and the balconies. Direct waterfront position and private outdoor space are the building's scarce assets against newer-tower competition; state them plainly.

Position against the right comparables. The honest comp set is other for-sale Battery Park City condominiums, not fee-simple downtown towers.

Comparable buildings

If you're considering The Regatta, also evaluate:

The Roebling Team at The Regatta

The Roebling Team at Compass works Battery Park City and the broader Financial District waterfront as a core practice area, with particular depth in ground-lease diligence — the issue that decides outcomes in this neighborhood. We publish this building profile because Regatta buyers and sellers deserve building-specific intelligence — lease documentation, design context, and corridor-level comparables — not generic neighborhood commentary.

If you're considering a transaction at The Regatta, a 30-minute consultation is the right starting point.

The neighborhood

For the full corridor — architecture, schools, transit, and pricing across Battery Park City — read The Roebling Team Guide to Battery Park City.

Considering a move at The Regatta?

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Corey Cohen, Principal · The Roebling Team at Compass
646.939.7375 · c.cohen@compass.com