66 High Street, #56-57, Guilford, CT, 06437 | $6,700,000

TOP OF THE WORLD. A beautiful 4000+ sf space interior designed by award winning David Scott Parker Architects, FAIA. David has designed high end residences and cultural institutions in Southampton, Rancho Sante Fe, Florida, Massachusetts & CA. The finishing touches have just been completed on what is arguably the most luxurious penthouse in the state of Connecticut. The apartment's views of the salt marsh & L. I. Sound from its high vantage point are mesmerizing. The attention to detail and the custom construction of this unique unit is extraordinary. The only apartment on the top floor of the Chittenden building, it's the last to be constructed at the prestigious Residences at 66 High Street. From the elevator a private foyer leads through a gallery into a great room large enough to make a grand piano feel comfortably at home. An office is separated from the great room with pocket doors. Adjacent is the dining room that easily seats ten with double doors leading to an enormous, high ceilinged screened porch with panoramic views. The family room with a gas lit fireplace has double doors leading to the porch and is adjacent to a truly incredible kitchen. In another wing is the gracious primary suite which also has a gas lit fireplace, a large double bathroom and unbelievable closet space. There are 2 guest rooms each with their own bath and an 18' x 18' room adjacent to the primary suite currently envisioned as an exercise room but could also be used for many other purposes. The Residences at 66 High Street is the recipient of numerous awards for the quality and detail used: Type 11 construction with non-combustible material using reinforced concrete and steel, insulation approaching R-30, cement board siding, high quality roofing and PVC trim for a long low maintenance life. Building amenities include a swimming pool and a gym. Guilford was settled in 1639 and admitted in the New Haven Colony in 1643. It boasts one of the largest and prettiest greens in the state. It is home to one of the best regarded arts and crafts festival in New England and close to the arts and culture offerings of Yale University and New Haven. It also enjoys excellent restaurants and shops a short walk from 66 High St. Guilford is equidistant between New York City and Boston (about 2 hour drive to each) and very near Tweed New Haven Airport. The Shoreline East railroad serves the entire shoreline from New Haven to New London providing connections with Acela and Metro North.

Features

  • Parking: 4-car
  • Heating: Hot Air
  • Cooling: Central Air
  • Levels: 1
  • Rooms: 7
  • Bedrooms: 3
  • Baths: 3 full / 1 half
  • Laundry: Main Level
  • Complex: The Residences at 66 High Street
  • Year Built: 2024
  • Common Charge: $2,532 Monthly
  • Above Grade Approx. Sq. Feet: 4,236
  • Est. Taxes: $69,994
  • Lot Desc: Historic District,Water View
  • Elem. School: Per Board of Ed
  • Middle School: Per Board of Ed
  • High School: Per Board of Ed
  • Pool: In Ground Pool
  • Pets Allowed: Restrictions
  • Pet Policy: Restrictions on amount of
  • Appliances: Electric Cooktop,Wall Oven,Microwave,Subzero,Icemaker,Dishwasher,Compactor,Washer,Dryer,Wine Chiller
  • MLS#: 24057270
  • Website: https://www.raveis.com
    /prop/24057270/66highstreet_guilford_ct?source=qrflyer
Copyright © 2025  SmartMLS, Inc.
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed.
Listing courtesy of William Pitt Sotheby's Int'l

Room Information

Type DescriptionDimensionsLevel
Bedroom 1 Hardwood Floor12.0 x 14.0Main
Bedroom 2 Hardwood Floor21.0 x 13.0Main
Dining Room Beams,Built-Ins,Combination Liv/Din Rm,Wet Bar,French Doors,Hardwood Floor26.0 x 35.0Main
Eat-In Kitchen Dining Area,Eating Space,Gas Log Fireplace,Hardwood Floor21.0 x 13.0Main
Kitchen Beams,Breakfast Nook,Built-Ins,French Doors,Island,Hardwood Floor25.0 x 10.0Main
Living Room Built-Ins,Combination Liv/Din Rm,Gas Log Fireplace,Hardwood Floor26.0 x 35.0Main
Office Book Shelves,Hardwood Floor17.0 x 18.0Main
Primary BR Suite Bedroom Suite,Dressing Room,Gas Log Fireplace,Full Bath,Walk-In Closet,Hardwood Floor21.0 x 31.0Main
Rec/Play Room 18.0 x 18.0Main

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, which receives over 1 billion hits per year
  • 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 ReadeRegional SVP Insurance Sales, 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

66 High Street, #56-57, Guilford, CT, 06437

$6,700,000

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 $5,360,000 $5,360,000 $5,360,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.500% 6.375% 6.125%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.614% 6.511% 6.309%
Monthly Tax Payment $5,833 $5,833 $5,833
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $30,433 $33,439 $45,594
Total Monthly Payment $36,391 $39,397 $51,552

* 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.  The Total Monthly Payment does not include the estimated HOA/Common Charge payment.