288 Middlesex Avenue, Chester, CT, 06412 | $3,150,000

Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2. 65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and terrace to a deepwater dock designed for serious boating enthusiasts, and onward to a beach-creating an immersive riverfront experience rarely found in the CT River Valley. Rooted in historic design and masterfully renovated in 2010, the residence reflects timeless New England architecture while incorporating modern livability. The result is a home that feels both enduring and refined. A standout feature for collector/hobbyists are six garage bays, offering exceptional space for auto enthusiasts, boating and recreational storage. Designed to accommodate a range of lifestyles, this offering is equally compelling as a luxury weekend retreat or a multi-generational compound, with space and setting that invite both privacy and gathering. Despite its seclusion, the estate remains connected to the vibrant charm of Chester Village. Adding to the setting's unique appeal, the seasonal Connecticut Valley Railroad introduces a nostalgic dimension, reflecting the rich area history. A rare offering where protected waterfront, architectural integrity and lifestyle converge. Welcome to East View.

Features

  • Rooms: 9
  • Bedrooms: 4
  • Baths: 4 full / 2 half
  • Laundry: Lower Level
  • Style: Colonial
  • Year Built: 1800
  • Garage: 6-car Attached Garage,Detached Garage
  • Heating: Hot Air
  • Cooling: Central Air
  • Basement: Full,Storage,Interior Access,Partially Finished,Concrete Floor,Full With Hatchway
  • Above Grade Approx. Sq. Feet: 4,626
  • Below Grade Approx. Sq. Feet: 300
  • Acreage: 2.65
  • Est. Taxes: $24,724
  • Lot Desc: Professionally Landscaped,Water View
  • Water Front: Yes
  • Elem. School: Chester
  • Middle School: Winthrop
  • High School: Valley
  • Appliances: Gas Range,Convection Oven,Microwave,Range Hood,Subzero,Dishwasher,Washer,Dryer,Wine Chiller
  • MLS#: 24166793
  • Website: https://www.raveis.com
    /eprop/24166793/288middlesexavenue_chester_ct?source=qrflyer
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Listing courtesy of Coldwell Banker Realty   Phone: (860) 434-8600

Room Information

Type DescriptionDimensionsLevel
Bedroom 1 Walk-In Closet,Hardwood Floor12.0 x 16.0Upper
Bedroom 2 Hardwood Floor11.0 x 12.0Upper
Bedroom 3 Hardwood Floor11.0 x 14.0Upper
Dining Room Hardwood Floor17.0 x 17.0Main
Family Room Wet Bar,Fireplace,French Doors,Hardwood Floor17.0 x 18.0Main
Kitchen 9 ft+ Ceilings,Built-In Hutch,Granite Counters,French Doors,Island,Hardwood Floor18.0 x 24.0Main
Library Book Shelves9.0 x 11.0Main
Living Room Gas Log Fireplace,French Doors,Hardwood Floor15.0 x 31.0Main
Media Room Palladian Window(s),9 ft+ Ceilings,Partial Bath,Hardwood Floor22.0 x 32.0Upper
Office Book Shelves11.0 x 12.0Main
Other Half Bath,Steam/Sauna15.0 x 17.0Lower
Primary Bedroom Balcony/Deck,French Doors,Full Bath,Walk-In Closet,Hardwood Floor13.0 x 19.0Upper

William Raveis Family of Services

Our family of companies partner in delivering quality services in a one-stop-shopping environment. Together, we integrate the most comprehensive real estate, mortgage and insurance services available to fulfill your specific real estate needs.

Customer Service

888.699.8876

Contact@raveis.com

Our family of companies offer our clients a new level of full-service real estate. We shall:

  • Market your home to realize a quick sale at the best possible price
  • Place up to 20+ photos of your home on our website, raveis.com
  • Provide frequent communication and tracking reports showing the Internet views your home received on raveis.com
  • Showcase your home on raveis.com with a larger and more prominent format
  • Give you the full resources and strength of William Raveis Real Estate, Mortgage & Insurance and our cutting-edge technology

To learn more about our credentials, visit raveis.com today.

Frank KolbSenior Vice President - Coaching & Strategic, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 81725

203.980.8025

Frank.Kolb@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
  • Offers you pre-approval in minutes!
  • Provides a guaranteed closing date that meets your needs
  • Has access to hundreds of loan programs, all at competitive rates
  • Is in constant contact with a full processing, underwriting, and closing staff to ensure an efficient transaction

Robert ReadeInsurance Sales Director, William Raveis Insurance

860.690.5052

Robert.Reade@raveis.com

Our Insurance Division:

  • Will Provide a home insurance quote within 24 hours
  • Offers full-service coverage such as Homeowner's, Auto, Life, Renter's, Flood and Valuable Items
  • Partners with major insurance companies including Chubb, Kemper Unitrin, The Hartford, Progressive,
    Encompass, Travelers, Fireman's Fund, Middleoak Mutual, One Beacon and American Reliable

Ray CashenPresident, William Raveis Attorney Network

203.925.4590

For homebuyers and sellers, our Attorney Network:

  • Consult on purchase/sale and financing issues, reviews and prepares the sale agreement, fulfills lender
    requirements, sets up escrows and title insurance, coordinates closing documents
  • Offers one-stop shopping; to satisfy closing, title, and insurance needs in a single consolidated experience
  • Offers access to experienced closing attorneys at competitive rates
  • Streamlines the process as a direct result of the established synergies among the William Raveis Family of Companies

288 Middlesex Avenue, Chester, CT, 06412

$3,150,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Frank Kolb

Senior Vice President - Coaching & Strategic

William Raveis Mortgage, LLC

Phone: 203.980.8025

Frank.Kolb@raveis.com

NMLS Mortgage Loan Originator ID 81725

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $2,520,000 $2,520,000 $2,520,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.250% 6.000% 5.750%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.069% 6.110% 5.932%
Monthly Tax Payment $2,060 $2,060 $2,060
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $13,916 $15,109 $20,926
Total Monthly Payment $16,101 $17,294 $23,111

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.