Address: 25 Elm Street, Greenwich, CT
Total Units: 46
Year Built: 1938
Bedrooms: 2
Style: Penthouse available
Median Sale Price: $855,000
HOA Fee: $804/month (varies by unit)
Property Tax: $4,760/year (varies by unit)
Price Range (verified sales): $350,000 to $1,670,000
Winthrop House has 46 units and a sales history that shows low turnover. When a unit comes to market here, it does not sit. The building’s location at 25 Elm Street puts it close to downtown Greenwich, which means demand is consistent and qualified buyers move fast. If you are actively looking for a condominium at Winthrop House, availability changes quickly. Contact The Engel Team directly for current listings, off-market opportunities, and unit-specific pricing guidance. You can also browse current Greenwich CT condos to see what else is active in the market right now.
MLS data shows four verified sales at Winthrop House. Closed prices ranged from $350,000 to $1,670,000, with a median sale price of $855,000. Unit sizes ran from 582 to 985 square feet, and the median price per square foot across verified sales was approximately $884.
| Unit | Date | Price | Bed/Bath | SqFt | HOA/mo | Tax/yr |
|---|---|---|---|---|---|---|
| 65 | 04/16/2026 | $1,670,000 | 2/2 | 985 | $933 | $8,926 |
| 16 | 03/22/2021 | $560,000 | 2/1 | 935 | $726 | $4,594 |
| 65 | 12/28/2020 | $1,150,000 | 2/2 | 985 | $804 | $4,925 |
| 61 | 10/09/2015 | $350,000 | 1/1 | 582 | data not available | $3,318 |
The spread here is significant. Unit 65 sold twice – once at $1,150,000 and again at $1,670,000 – a $520,000 increase between late 2020 and April 2026. That trajectory tells you something real about how penthouse-level units at Winthrop House have performed. The one-bedroom sale in 2015 at $350,000 is too old to use as a current comp. Buyers should focus on the 2020 and 2026 transactions for realistic pricing context. With only four MLS sales on record, individual unit condition, floor level, and renovation quality carry more weight in pricing than they would in a higher-turnover building.
Winthrop House is a 46-unit condominium building at 25 Elm Street in Greenwich, built in 1938. The building is one of the older residential structures in downtown Greenwich, which gives it a character and construction quality that newer builds in the area do not replicate. Pre-war buildings of this type were built with thick walls, higher ceilings, and a floor-plan efficiency that buyers who have looked at both eras often prefer. The Elm Street address puts residents within walking distance of the Greenwich Avenue corridor, the train station, and the concentrated retail and dining that makes this part of town function the way it does. In a town where the median price across all property types runs in the millions, a condominium building with this address and this history occupies a specific and durable place in the market. For buyers looking at Greenwich CT real estate, Winthrop House is one of the few options that combines a walkable downtown location with pre-war construction and a manageable unit count.
Verified MLS data shows units at Winthrop House ranging from 582 to 985 square feet. The building includes one-bedroom and two-bedroom configurations, with at least one penthouse-style unit at the upper floor. The 985-square-foot two-bedroom, two-bath units represent the top of the range here, and the sales record shows those units have attracted the strongest pricing. The 935-square-foot two-bedroom, one-bath configuration offers a more accessible entry point into the building. Floor level, unit position, and renovation condition will vary significantly across a 46-unit building of this age. Buyers should expect meaningful differences between units in terms of finishes, storage, and natural light. Parking and outdoor space details should be confirmed directly with the listing agent or condominium association, as verified data is not available for those specifics.
HOA fees at Winthrop House vary by unit. Verified figures from MLS sales show monthly dues ranging from $726 to $933. The $804 figure represents a mid-range reference point, but buyers should request the current fee schedule for the specific unit they are considering before making any assumptions about carrying costs. Property taxes also vary by unit – verified annual tax figures from recent sales range from $4,594 to $8,926. Greenwich’s tax rate is 12.04 mills, so higher-priced units carry meaningfully higher tax obligations.
For a building constructed in 1938, reserve fund health is one of the most important items to evaluate. Buyers must request the most recent reserve study, the association’s current reserve balance, and a history of any special assessments. Older buildings require ongoing capital investment in building systems – elevators, mechanical infrastructure, roofing, and common area systems. If the reserves are underfunded, that gap eventually becomes a special assessment, and buyers who skip this review discover it after closing.
The resale picture at Winthrop House is shaped by thin comparable sales volume. Four MLS sales over a decade means pricing a unit here requires judgment, not just a comp grid. Resale value is real – Unit 65 demonstrated strong appreciation between 2020 and 2026 – but buyers should understand that an appraiser working with limited comps may not reach the same number a motivated buyer would pay. If you are financing, discuss the appraisal risk with your lender before submitting an offer.
Rental rules, pet policies, and owner-occupancy ratios should be confirmed with the association directly. These details are not available in verified form and should not be assumed. If you are purchasing as an investment or plan to lease the unit at any point, verify the rental policy before contracting. Lender requirements around owner-occupancy ratios can affect financing terms in smaller buildings, so your mortgage officer should review the association documents as part of the underwriting process. Request the full resale package – including financial statements, meeting minutes, and pending litigation disclosure – before waiving any due diligence contingency.
The Engel Team at Douglas Elliman works with buyers and sellers at Winthrop House and across the Greenwich homes for sale market. For buyers, we track unit-level sales history, monitor off-market opportunities, and help you understand what a specific unit is actually worth given condition, floor level, and current market conditions – not just what the last unit sold for. For sellers, we provide a unit-specific valuation that accounts for the thin comparable sales environment at Winthrop House and positions your unit to reach buyers who understand this building and this address.
If you are considering a purchase or have a unit to sell at Winthrop House, reach out to The Engel Team directly. With limited inventory and real demand at this address, timing and preparation matter more here than in higher-volume buildings.
© 2025 DOUGLAS ELLIMAN REAL ESTATE. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY. 
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