On picturesque Greenley Road in the heart of New Canaan, this beautifully crafted residence blends charm, comfort, and sophistication on two private acres with a sparkling heated pool. Perfectly scaled, the home offers generous spaces for entertaining while maintaining a welcoming, manageable feel. Step inside to discover elegant living areas filled with natural light, high ceilings, and thoughtful details. The vaulted breakfast area with exposed beams and arched window opens to serene views through two sets of sliding French doors. A gracious living room features a fireplace, transom window, and French doors leading to a terrace that overlooks the pool, perfect for indoor-outdoor gatherings. The formal dining room is anchored by a lovely built-in corner detail and chair rail, while the study offers a bay window and fireplace, ideal for work-from-home or quiet reading. At the heart of the home, the custom Deane kitchen is appointed with top-tier appliances: Viking cooktop, dual Dacor ovens, Sub-Zero refrigerator, Miele dishwasher, and Marvel wine refrigerator. Overlooking the breakfast area, the kitchen flows seamlessly into the family room with built-ins and French doors. Built-in speakers in the kitchen, family room, breakfast area, and dining room enhance every occasion. Upstairs, there is a luxurious primary suite and additional bedrooms and baths providing flexibility, including one with striking windows that works beautifully as a home office or guest suite. Outdoors, the wood-shingled roof and classic New England architecture create timeless curb appeal, while the private pool setting and surrounding terrace serve as a true backyard sanctuary. Stone walkways, terrace, and pool decking are Roxbury granite, adding texture and enduring elegance to the landscape design. This Greenley Road gem offers the ideal balance of space, comfort, and lifestyle nestled in one of New Canaan's most sought after neighborhoods!
Sold for $3,100,000
$3,100,000
298 Greenley Road, New Canaan, CT 06840
4beds
4,021sqft
Single Family Residence
Built in 1978
2 Acres Lot
$3,134,900 Zestimate®
$771/sqft
$15,910 Estimated rent
Home value
$3,134,900
$2.82M - $3.48M
$15,910/mo
Zestimate® history
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List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: December 16, 2025 at 11:43am
Listed by:
Marsha Charles (203)904-4663,
Coldwell Banker Realty 203-966-3737
Bought with:
Mary Higgins, RES.0309665
Brown Harris Stevens
Source: Smart MLS,MLS#: 24126746
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bedroom Suite, Fireplace, Full Bath, Walk-In Closet(s)
- Level: Upper
- Area: 360 Square Feet
- Dimensions: 18 x 20
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 196 Square Feet
- Dimensions: 14 x 14
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 165 Square Feet
- Dimensions: 11 x 15
Bedroom
- Features: Built-in Features, Wall/Wall Carpet
- Level: Upper
- Area: 375 Square Feet
- Dimensions: 15 x 25
Dining room
- Features: High Ceilings, Built-in Features, Fireplace, Hardwood Floor
- Level: Main
- Area: 208 Square Feet
- Dimensions: 13 x 16
Family room
- Features: Bookcases, Built-in Features, French Doors, Hardwood Floor
- Level: Main
- Area: 364 Square Feet
- Dimensions: 13 x 28
Kitchen
- Features: Remodeled, Palladian Window(s), High Ceilings, Vaulted Ceiling(s), Sliders, Hardwood Floor
- Level: Main
- Area: 400 Square Feet
- Dimensions: 16 x 25
Living room
- Features: High Ceilings, Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 400 Square Feet
- Dimensions: 16 x 25
Study
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
- Area: 156 Square Feet
- Dimensions: 12 x 13
Heating
- Forced Air, Oil, Propane
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Upper Level, Mud Room
Features
- Sound System, Wired for Data, Entrance Foyer
- Doors: French Doors
- Windows: Thermopane Windows
- Basement: Crawl Space,Full,Unfinished
- Attic: Pull Down Stairs
- Number of fireplaces: 3
Interior area
- Total structure area: 4,021
- Total interior livable area: 4,021 sqft
- Finished area above ground: 4,021
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Features
- Patio & porch: Terrace
- Exterior features: Rain Gutters, Lighting, Stone Wall, Underground Sprinkler
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground
Lot
- Size: 2 Acres
- Features: Landscaped
Details
- Parcel number: 184345
- Zoning: 2AC
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Block
- Roof: Wood
Condition
- New construction: No
- Year built: 1978
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Windows
Community & neighborhood
Security
- Security features: Security System
Community
- Community features: Health Club, Library, Medical Facilities, Park, Public Rec Facilities, Tennis Court(s)
Location
- Region: New Canaan
Price history
| Date | Event | Price |
|---|---|---|
| 12/16/2025 | Sold | $3,100,000+21.6%$771/sqft |
Source:  Smart MLS #24126746 Report a problem | ||
| 9/26/2025 | Pending sale | $2,550,000$634/sqft |
Source: Smart MLS #24126746 Report a problem | ||
| 9/24/2025 | Listed for sale | $2,550,000+2.5%$634/sqft |
Source: Smart MLS #24126746 Report a problem | ||
| 3/3/2006 | Sold | $2,487,500+8.4%$619/sqft |
Source: Public Record Report a problem | ||
| 2/20/2004 | Sold | $2,295,000+51%$571/sqft |
Source: Smart MLS #98174831 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $26,239 +3.4% | $1,572,130 |
| 2024 | $25,374 +9.7% | $1,572,130 +28.8% |
| 2023 | $23,122 +3.1% | $1,220,800 |
Find assessor info on the county website
Neighborhood: 06840
Nearby schools
GreatSchools rating
- 9/10West SchoolGrades: PK-4Distance: 1 mi
- 9/10Saxe Middle SchoolGrades: 5-8Distance: 2.6 mi
- 10/10New Canaan High SchoolGrades: 9-12Distance: 2.5 mi
Schools provided by the listing agent
- Elementary: West
- Middle: Saxe Middle
- High: New Canaan
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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$3,134,900
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- Connecticut
- Fairfield County
- New Canaan
- 06840
- 298 Greenley Road