622 Chestnut Ridge Road
Orange, CT, 06477 $ 725,000
Bedrooms5 Baths4.0 Sq 2,758 Monthly Estimate*
$ 4,464
for $725,000 with 5 bedrooms and 4 full baths. This 2,758 square foot home was built in 1988 on a lot size of 1.4.
Nestled on a private 1.5-acre interior lot in Orange, this one-of-a-kind log cabin retreat blends rustic character with modern flexibility and exceptional multi-generational living potential. Tucked away behind a turnaround driveway, the property offers a peaceful, vacation-like setting while remaining just minutes from Route 34, the Merritt Parkway, I-95, and the Boston Post Road shopping and dining corridor. The main residence showcases soaring vaulted ceilings, exposed wood interiors, and a stunning brick hearth and wood stove that anchors the open-concept living space. The updated kitchen features white shaker cabinetry, quartz countertops, stainless steel appliances, and a gas range with electric baking capability. The main level includes two bedrooms and a full bath, while the upper level offers an additional bedroom, second full bath, a bedroom-sized walk-in closet/dressing room, and an expansive loft-style family/media room overlooking the living area below. A covered farmhouse-style front porch with ramp access adds both charm and accessibility. The connecting breezeway has been transformed into an impressive bonus living area complete with kitchenette, full bath, and lounge/flex space ideal for extended family, guests, recreation, hobbies, or au pair-style use. Above the attached 3-car garage, the private in-law apartment offers outstanding versatility with separate exterior access in addition to interior and garage access. The space includes 2 bedrooms, a full bath, and an open kitchen/living/family room layout with slider access to a deck overlooking the property. Car enthusiasts, hobbyists, contractors, or collectors will appreciate not only the attached 3-car garage, but also the detached powered garage/workshop. Despite the secluded setting, the property is located less than two miles from shopping, restaurants, coffee shops, golf, fitness centers, commuter routes, and everyday conveniences. Nearby access to public and private schools, Yale/New Haven employment centers, and Southern Connecticut amenities makes this a rare opportunity to enjoy privacy, flexibility, and lifestyle in one of Orange's most convenient locations.
See more
FeaturesGeneralZoning RES
Neighborhood N/A
County New Haven
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.4
Directions Derby Ave / Rte 34 to Chestnut Rdg OR Boston Post Road / US1 to Dogwood to Chestnut.
High School Amity Regional
City Orange
Elementary School Race Brook
Sq Ft Total 2758
DOM 5
Year Built 1988
Style Cape Cod Colonial
Year Built Source Public Records
Handicap Features Ramps
Energy Features Storm Doors Thermopane Windows
See more
InteriorCooling System None
Total Rooms 11
Basement Description Partial Unfinished Interior Access Concrete Floor
See more
ExteriorWater Source Private Well
Lot Description Interior Lot Level Lot
See more
* Excluded FeaturesList ByGreg DeFazioListing Agent
gregd@gregdefaziorealestate.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $4,464
- Monthly Property Taxes
- $819
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Orange, CT
Average List Price $765,143
Percent of Sale Price 6%
About Orange, CT 14,236 Population
8% Since 2002
$ 110,423 Median Income
48.26 Median Age
32% Households with Children
Trends Information provided by ATTOM Data Solutions.
2059635 Elementary School
900525 Middle School
Amity Regional High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/7/2026 | $725,000 | | Listed Price |