# 21 Calhoun Drive, Greenwich, CT 06831 > **TL;DR:** 5bd/7ba single family, $6,150,000 ($1001/sqft), built 1923, 6,143 sqft. > Pool, Fireplace, A/C, 3-car garage. Est. $34,492/mo. Listed 24 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $6,150,000 | | Price/sqft | $1001 | | Bedrooms | 5 | | Bathrooms | 6 full, 2 half | | Square Feet | 6,143 | | Year Built | 1923 | | Lot Size | 78,408 sqft (1.80 acres) | | Garage | 3-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 24 | ## Why This Home Stands Out - **Pool** - Pool listed; type not specified - **Large Garage** - 3-car garage ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $31,098 | | Estimated Insurance | $1,794 | | HOA | $1,600 | | **Total** | **$34,492** | ## Nearby Schools - **Elementary:** Glenville - **Middle:** Western ## Key Amenities - Pool - Fireplace - A/C - 3-car garage ## Property Highlights - Built in 1923 - 1.80 acre lot - Private pool - Fireplace ## Description ### Agent Description A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the heart of Greenwich. Inside, gracious entertaining rooms, comfortable everyday living spaces and distinctive architectural details create a home with warmth, character and a sense of permanence rarely replicated today. A newly renovated kitchen brings a fresh, modern sensibility to the residence and serves as a beautiful centerpiece for daily living and entertaining. A private wellness retreat complete with an indoor pool and dedicated fitness space, brings resort-style amenities into the comfort and privacy of home. Beyond the main residence, the expansive grounds offer an exceptional opportunity to further enhance the estate. Fully permitted plans provide the option to add a guest house, along with the potential for a pickleball or tennis court an increasingly rare offering this close to town. With its substantial acreage, established landscaping, private wellness amenities and extraordinary flexibility for the future, this is a unique opportunity to enjoy a private estate setting without sacrificing the convenience of in-town Greenwich living. ## Location - **Address:** 21 Calhoun Drive, Greenwich, CT 06831 - **County:** Fairfield - **Coordinates:** 41.031253, -73.645419 - **Google Maps:** https://www.google.com/maps?q=41.031253,-73.645419 ## Listing Agent - **Name:** Danielle Malloy - **Brokerage:** SERHANT CONNECTICUT LLC - **Phone:** (646) 480-7665 - **Broker Phone:** (646) 480-7665 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/21-Calhoun-Dr_Greenwich_CT_06831_M34103-45020?f=listhub&s=GMLSCT&m=125808&c=propsimple) ## Photos ![21 Calhoun Drive - Photo 1](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f2555140141r.jpg) ![21 Calhoun Drive - Photo 2](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f685096576r.jpg) ![21 Calhoun Drive - Photo 3](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f580147662r.jpg) ![21 Calhoun Drive - Photo 4](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f4078771602r.jpg) ![21 Calhoun Drive - Photo 5](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f2834206914r.jpg) ![21 Calhoun Drive - Photo 6](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f3362032375r.jpg) ![21 Calhoun Drive - Photo 7](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f1103805204r.jpg) ![21 Calhoun Drive - Photo 8](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f1465452316r.jpg) ![21 Calhoun Drive - Photo 9](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f3610095194r.jpg) ![21 Calhoun Drive - Photo 10](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f1908889678r.jpg) ![21 Calhoun Drive - Photo 11](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f3929676816r.jpg) ![21 Calhoun Drive - Photo 12](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f2654358332r.jpg) ![21 Calhoun Drive - Photo 13](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f1496374239r.jpg) ![21 Calhoun Drive - Photo 14](http://lh.rdcpix.com/60ec9915295be6c6d44adcab0708da2bl-f1803464808r.jpg) --- **MLS#:** 125808 | **Updated:** 2026-09-22 **Source:** listhub *Copyright © 2026 Greenwich MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/21-calhoun-drive-greenwich-ct-06831-t125808) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/21-calhoun-drive-greenwich-ct-06831-t125808#listing", "url": "https://www.propertysimple.ai/listing/21-calhoun-drive-greenwich-ct-06831-t125808", "name": "21 Calhoun Drive, Greenwich, CT 06831", "description": "A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. 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