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. Conveniently located just minutes from major highways and routes, and less than 10 minutes to the town beach, commuter rail, and the historic village green, where you'll find charming boutiques, coffee shops, markets, and an array of restaurants. Chandelier shown in dining room photo does not convey (removed/capped prior to going Active).
Sold for $1,250,000
$1,250,000
275 Chestnut Grove, Guilford, CT 06437
5beds
6,013sqft
Single Family Residence
Built in 2007
1.38 Acres Lot
$1,294,100 Zestimate®
$208/sqft
$7,994 Estimated rent
Home value
$1,294,100
$1.15M - $1.45M
$7,994/mo
Zestimate® history
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List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
Rose Ciardiello 203-314-6269,
William Raveis Real Estate 203-453-0391
Bought with:
John F. Jaser, REB.0338060
West Shore Realty
Source: Smart MLS,MLS#: 24104626
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Primary bedroom
- Features: Balcony/Deck, Ceiling Fan(s), Full Bath, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
- Area: 296.06 Square Feet
- Dimensions: 13.1 x 22.6
Bedroom
- Features: High Ceilings, Balcony/Deck, French Doors, Full Bath, Hardwood Floor
- Level: Main
- Area: 347.13 Square Feet
- Dimensions: 17.1 x 20.3
Bedroom
- Features: Full Bath, Wall/Wall Carpet
- Level: Upper
- Area: 212.52 Square Feet
- Dimensions: 13.2 x 16.1
Bedroom
- Features: Jack & Jill Bath, Wall/Wall Carpet
- Level: Upper
- Area: 206.28 Square Feet
- Dimensions: 10.8 x 19.1
Bedroom
- Features: Jack & Jill Bath, Wall/Wall Carpet
- Level: Upper
- Area: 246.96 Square Feet
- Dimensions: 14.7 x 16.8
Bathroom
- Features: Built-in Features, Tile Floor
- Level: Upper
- Area: 137.7 Square Feet
- Dimensions: 8.5 x 16.2
Dining room
- Features: High Ceilings, Bay/Bow Window, French Doors
- Level: Main
- Area: 246.05 Square Feet
- Dimensions: 13.3 x 18.5
Family room
- Features: Built-in Features, Cathedral Ceiling(s), French Doors, Gas Log Fireplace, Hardwood Floor
- Level: Main
- Area: 334.8 Square Feet
- Dimensions: 18 x 18.6
Kitchen
- Features: High Ceilings, Breakfast Nook, Double-Sink, Hardwood Floor, Kitchen Island
- Level: Main
- Area: 294.45 Square Feet
- Dimensions: 15.1 x 19.5
Loft
- Features: Hardwood Floor
- Level: Upper
- Area: 441.44 Square Feet
- Dimensions: 19.11 x 23.1
Office
- Features: High Ceilings, Bay/Bow Window, Built-in Features, Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 320.39 Square Feet
- Dimensions: 16.1 x 19.9
Rec play room
- Features: Bookcases, Hardwood Floor
- Level: Upper
- Area: 339.66 Square Feet
- Dimensions: 11.1 x 30.6
Rec play room
- Features: High Ceilings, Dining Area, Half Bath, Hardwood Floor
- Level: Lower
- Area: 1321.02 Square Feet
- Dimensions: 24.6 x 53.7
Heating
- Forced Air, Propane
Cooling
- Central Air
Appliances
- Included: Gas Range, Oven/Range, Microwave, Refrigerator, Dishwasher, Tankless Water Heater
- Laundry: Upper Level, Mud Room
Features
- Central Vacuum, Open Floorplan, Entrance Foyer
- Doors: French Doors
- Windows: Storm Window(s), Thermopane Windows
- Basement: Full,Finished
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 3
Interior area
- Total structure area: 6,013
- Total interior livable area: 6,013 sqft
- Finished area above ground: 4,653
- Finished area below ground: 1,360
Property
Parking
- Total spaces: 3
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 3
Features
- Patio & porch: Porch, Covered, Patio
- Spa features: Heated
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Walk to Water
Lot
- Size: 1.38 Acres
- Features: Interior Lot, Subdivided, Borders Open Space, Sloped, Cul-De-Sac, Rolling Slope
Details
- Parcel number: 2489733
- Zoning: OSDI
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Concrete Perimeter
- Roof: Fiberglass
Condition
- New construction: No
- Year built: 2007
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Windows
Community & neighborhood
Community
- Community features: Basketball Court, Health Club, Lake, Library, Medical Facilities, Playground, Tennis Court(s)
Location
- Region: Guilford
Price history
| Date | Event | Price |
|---|---|---|
| 9/17/2025 | Sold | $1,250,000-2%$208/sqft |
Source:  Smart MLS #24104626 Report a problem | ||
| 9/9/2025 | Pending sale | $1,275,000$212/sqft |
Source: Smart MLS #24104626 Report a problem | ||
| 7/6/2025 | Price change | $1,275,000-7.3%$212/sqft |
Source: Smart MLS #24104626 Report a problem | ||
| 6/29/2025 | Listed for sale | $1,375,000+19.6%$229/sqft |
Source: Smart MLS #24104626 Report a problem | ||
| 3/21/2022 | Listing removed | -- |
Source:  William Raveis Real Estate, Mortgage & Insurance Report a problem | ||
| 3/20/2022 | Listed for sale | $1,150,000+39.4%$191/sqft |
Source: William Raveis Real Estate, Mortgage & Insurance #170472896 Report a problem | ||
| 11/16/2017 | Sold | $825,000-2.9%$137/sqft |
Source: Smart MLS #N10210059 Report a problem | ||
| 6/30/2017 | Price change | $850,000-2.9%$141/sqft |
Source: William Raveis Real Estate #N10210059 Report a problem | ||
| 4/24/2017 | Listed for sale | $875,000-12.5%$146/sqft |
Source: William Raveis Real Estate #N10210059 Report a problem | ||
| 10/1/2007 | Sold | $999,735+277.3%$166/sqft |
Source: Public Record Report a problem | ||
| 4/4/2006 | Sold | $265,000$44/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $22,833 +4% | $825,790 |
| 2024 | $21,949 +2.7% | $825,790 |
| 2023 | $21,371 +15.7% | $825,790 +48.7% |
| 2022 | $18,466 +1.9% | $555,380 |
| 2021 | $18,116 0% | $555,380 |
| 2020 | $18,117 +1.8% | $555,380 |
| 2019 | $17,789 +12.3% | $555,380 +9.7% |
| 2018 | $15,836 +3.6% | $506,270 -2.8% |
| 2017 | $15,291 +4% | $520,810 |
| 2015 | $14,708 +3% | $520,810 |
| 2014 | $14,281 -13.7% | $520,810 -27.4% |
| 2013 | $16,547 +3.1% | $717,580 |
| 2012 | $16,045 +3.9% | $717,580 |
| 2011 | $15,442 +3.3% | $717,580 |
| 2010 | $14,947 +3.9% | $717,580 |
| 2009 | $14,380 +22.4% | $717,580 +17.2% |
| 2008 | $11,752 +165.5% | $612,420 +236.5% |
| 2007 | $4,426 +36.5% | $182,000 +30% |
| 2006 | $3,242 +66.3% | $140,000 +60% |
| 2005 | $1,949 | $87,500 |
Find assessor info on the county website
Neighborhood: 06437
Nearby schools
GreatSchools rating
- 8/10A. Baldwin Middle SchoolGrades: 5-6Distance: 1.3 mi
- 8/10E. C. Adams Middle SchoolGrades: 7-8Distance: 3.7 mi
- 9/10Guilford High SchoolGrades: 9-12Distance: 1.7 mi
Schools provided by the listing agent
- Elementary: A. W. Cox
- Middle: Adams,Baldwin
- High: Guilford
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- New Haven County
- Guilford
- 06437
- 275 Chestnut Grove
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