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$1,250,000
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Property Description
This exceptional custom built home showcases beautiful craftsmanship and timeless design throughout. Tucked away at the end of a private driveway on a quiet cul-de-sac and surrounded by similar estate properties, this is a truly special place to call home. Step inside to a grand front foyer that opens into a spacious, light-filled layout featuring family room with soaring cathedral ceilings and a gas fireplace, a formal dining room, and a chef's kitchen complete with a breakfast nook and Butler's pantry. The first floor also offers a guest suite with access to a covered porch w/fireplace, a versatile living room or home office with a wood-burning fireplace, and a well-appointed mudroom. Upstairs, the primary suite offers a Juliette balcony, walk-in closet and a full bath. Three additional bedrooms; all with access to full bathrooms, and a large bonus room complete the second floor. Enjoy al fresco dining on the deck just off the kitchen and family room, or relax on the recently expanded patio overlooking peaceful natural surroundings where you might spot the occasional woodland visitor. The covered porch is perfect for enjoying your morning coffee or evening cocktail. The finished walk-out lower level offers additional living space, including a recreation area, dining space, and a half bath. Additional highlights include a 3-car garage, central air conditioning, and central vacuum.
Full Property Details
Full Property Details for 275 Chestnut Grove
General
- Sold For: $1,250,000
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24104626
- Added to Site: 209 day(s) ago
Interior
- Number of Rooms: 13
- Rooms/Areas: Foyer, Laundry Room, Mud Room
- Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum, Open Floor Plan
- Fireplace: Yes
- Number of Fireplaces: 3
- Appliances: Gas Range, Oven/Range, Microwave, Refrigerator, Dishwasher
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 4
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 5
- Primary Bedroom: Primary Bedroom - Balcony/Deck, Ceiling Fan, Full Bath, Walk-In Closet, Wall/Wall Carpet, 22.6 x 13.1, Upper
- Bedroom 1: Bedroom - 9 ft+ Ceilings, Balcony/Deck, French Doors, Full Bath, Hardwood Floor, 20.3 x 17.1, Main
- Bedroom 2: Bedroom - Full Bath, Wall/Wall Carpet, 16.1 x 13.2, Upper
- Bedroom 3: Bedroom - Jack & Jill Bath, Wall/Wall Carpet, 16.8 x 14.7, Upper
- Bedroom 4: Bedroom - Jack & Jill Bath, Wall/Wall Carpet, 19.1 x 10.8, Upper
Other Rooms
- Family Room: Family Room - Built-Ins, Cathedral Ceiling, French Doors, Gas Log Fireplace, Hardwood Floor, 18.6 x 18, Main
- Eat In Kitchen: Eat-In Kitchen - 9 ft+ Ceilings, Breakfast Nook, Double-Sink, Hardwood Floor, I, 19.5 x 15.1, Main
- Formal Dining Room: Formal Dining Room - 9 ft+ Ceilings, Bay/Bow Window, French Doors, 18.5 x 13.3, Main
- Office: Office - 9 ft+ Ceilings, Bay/Bow Window, Built-Ins, Fireplace, French Doors, Hardwood Floor, 19.9 x 16.1, Main
- Loft: Loft - Hardwood Floor, 23.1 x 19.11, Upper
- Game room: Yes
- Game Room: Rec/Play Room - 9 ft+ Ceilings, Dining Area, Half Bath, Hardwood Floor, 53.7 x 24.6, Lower
- Rec Room: 9 ft+ Ceilings, Dining Area, Half Bath, Hardwood Floor, 53.7 x 24.6, Lower
- Laundry: Upper Level
Exterior
- Exterior Features: Porch, Hot Tub, Covered Deck, French Doors, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Parking: Attached Garage
Location
- County: New Haven
- Driving Directions: Route 1 -- West Lake Avenue -- Chestnut Grove Road to cul-de-sac take -- Enter on the left of private driveway and follow to the end.
School Information
- Elementary School: A. W. Cox
- Middle School: Adams
- Intermediate School: Baldwin
- High School: Guilford
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Propane
- Heating Fuel: Propane
- Water Heater: Tankless Hotwater
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Wood
- Basement Desc.: Full, Fully Finished, Full With Walk-Out
- Roof: Fiberglass Shingle
- Attic: Yes
- Square Feet: 6,013
- Above Ground: 4,653 Sq. Ft.
- Below Ground: 1,360 Sq. Ft.
- Year Built: 2007
Lot Features
- Lot Size (Acres): 1.38
- Zoning: OSDI
- Lot Description: Interior Lot, In Subdivision, Borders Open Space, Sloping Lot, On Cul-De-Sac, Rolling
Water Features
- Water Front Desc.: Walk to Water, View
Green Features
- Energy Features: Storm Windows, Thermopane Windows
Financial Considerations
- Assessment Amount: $825,790
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 2489733
Listed by William Raveis Real Estate, Rose Ciardiello
Sold by West Shore Realty, John Jaser
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Schools
Schools serving 275 Chestnut Grove
School District:Guilford School District
| Name | Grades | Distance |
|---|---|---|
A. Baldwin Middle School 68 Bullard Drive, Guilford, CT 06437 | 5-6 | 1.3 mi |
E. C. Adams Middle School 233 Church Street, Guilford, CT 06437 | 7-8 | 3.7 mi |
Guilford High School 605 New England Road, Guilford, CT 06437 | 9-12 | 1.6 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 275 Chestnut Grove
Date
Details
Price
Change
Source
9/17/2025
Sold
$1,250,000
-1.96%
MLS
7/06/2025
Price Reduced
$1,275,000
-7.27%
MLS
6/29/2025
Listed
$1,375,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
275 Chestnut Grove, Guilford, CT 06437 (MLS# 24104626) is a Single Family property that was sold at $1,250,000 on September 17, 2025. Want to learn more about 275 Chestnut Grove? Do you have questions about finding other Single Family real estate for sale in Guilford? You can browse all Guilford real estate or contact a Coldwell Banker agent to request more information.

