
23 Cobb Island Dr, Greenwich, CT 06830
What This House Offers
Direct waterfront in private, gated Cobb Island with spectacular views of Cos Cob Harbor and Long Island Sound from most rooms. This elegant 5 BR, 4.2 BA... retreat features dramatic 2-story living spaces, multiple fireplaces, a beautifully renovated custom kitchen with updated appliances and finishes, and a renovated primary bath. First and second floor primary suites offer private terraces overlooking the water. A 3rd floor office/family room captures panoramic harbor views. Lower level temperature-controlled wine cellar. Covered waterfront terrace, 3-car garage, private water access, and peaceful cul-de-sac setting just minutes to Greenwich Ave, train, schools, and shops. Exceptional waterfront living in one of Greenwich's most sought-after private associations.
Unit
- $23,500
Total Monthly Price 12 Month Lease
- 5 Beds
- 6 Baths
- 5269 sq. ft.
- Available Now
Home Features
- Air Conditioning
- Attic
- Basement
- Dining Room
- Fireplace
- Heating
- Kitchen
- Refrigerator
- Security System
- Skylights
- Sprinkler System
- Views
- Walk-In Closets
- Wet Bar
Community Features
- Garages
- Gated
- Waterfront
23 Cobb Island Dr is a single-family home for rent in Greenwich, CT
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
- Garage
Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
About the Listing Agent

As a Greenwich native, Spencer brings genuine passion for his hometown and its people to every client relationship offering unmatched local insight, energy and expertise. Since entering the real estate industry, Spencer has quickly distinguished himself as one of its brightest rising stars. Spencer’s client-first approach and results-driven mindset have earned him an impressive track record as a top-producing agent. His accolades include being named to the 30 Under 30 list in 2022, recognizing the industry’s leading young professionals, ranking in the RealTrends top 1.5% of realtors nationwide and receiving the Houlihan Lawrence Emerald Award in 2025, awarded to the top 1.5% of producing brokers. With a deep understanding of Greenwich neighborhoods, market trends and lifestyle nuances Spencer consistently orchestrates seamless transactions for both buyers and sellers. Clients appreciate Spencer’s friendly, outgoing personality, sharp negotiating skills, responsiveness and intelligence. Known for staying ahead in an ever-evolving market, he is a relentless advocate who prioritizes his clients’ best interests at every stage of the process. Spencer works with a diverse clientele, including first-time homebuyers, seasoned real estate investors, homeowners looking to relocate and international buyers. He is committed to helping each client navigate the competitive Greenwich market by tailoring strategies to their specific goals. Hailing from a real estate family, Spencer combines industry knowledge with a strong business and financial foundation. He holds a double major in Business and Economics from Skidmore College and leverages his comprehensive education with hands-on real estate experience to confidently guide clients toward opportunities aligned with their needs and risk/reward profile. Outside of real estate, Spencer enjoys golf and ice hockey. He is actively involved in the community, coaching youth teams at the Greenwich Skating Club and in the past has coached both Greenwich Country Day High School and Greenwich High School. In today’s market, working with a trusted professional who prioritizes your interests and puts your needs first is essential. Spencer’s dedicated focus is further supported by the innovative marketing, cutting edge technology and boundless resources of Houlihan Lawrence.
Area Scores
Walkability
Somewhat walkable30 / 100
Transit
Good public transit60 / 100
Driveability
Exceptionally drivable100 / 100
Bikeability
Somewhat bikeable30 / 100
Travel and Transit



Local Education
Colleges and Universities
School
Commute Time (Distance)
University of Connecticut
Drive: 8 min (4.8 mi)
Purchase College
Drive: 17 min (7.8 mi)
Manhattanville College
Drive: 18 min (9.5 mi)
Pace University, White Plains
Drive: 17 min (11.8 mi)
Discover Greenwich, Greenwich, CT
Shopping Centers
Shoppers will appreciate 23 Cobb Island Dr proximity to Cos Cob Plaza and Metro North Station Retail Plaza. Cos Cob Plaza is 1.7 miles away, and Metro North Station Retail Plaza is within a 30 minute walk.
Commuting
With a TransitScore of 60, 23 Cobb Island Dr has good public transit, including 5 transit stops within 4.2 miles. Transit options include Cos Cob Station and Greenwich Station.
Parks and Recreation
Recreational activities near 23 Cobb Island Dr are plentiful. Discover 4 parks within 4.2 miles, including Bruce Museum, Bowman Observatory, and Garden Education Center of Greenwich.
Airports
Living in Greenwich provides easy access to Westchester County, located just 18 minutes from 23 Cobb Island Dr. Another nearby airport is LaGuardia, located 28.3 miles away.
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