THIS IS THE ONE YOU HAVE BEEN WAITING FOR. A Dinyar Wadia masterpiece. Reimagined 1930 Tudor estate with all the allure and convenience of new construction. Arrive through a stone pillared drive into the world of yesteryear with grace & style like no other. The perfect trifecta- *prime private location on park-like property with sweeping lawns and all the amenities *superior quality steel and concrete construction & *architectural provenance. Interior highlights include the addition of a spacious family room with limestone fireplace and coffered ceiling, dining room with gigantic picture window overlooking the incredible grounds, an office with a plethora of built-ins, owners bedroom suite with dual baths and dressing rooms, mudroom with bath and built-ins and finished lower level. The gourmet kitchen is an entertainer's dream with 2 islands, breakfast room, top-of-the-line appliances, custom hood, plentiful limestone countertops and pantry storage. Wadia utilized the good bones of the original Tudor, preserved & restored existing beauty & grandeur and breathed new life into the structure by seamlessly adding modern spaces in 2010. Green features include geothermal heating, cooling & pool heat and spray foam insulation. Exterior amenities include a covered back porch, pool, pool house with vaulted ceiling, kitchen & bath, outdoor brick fireplace, tennis court, gardens, specimen trees, professional landscaping & outdoor lighting, 4-car garage and storage shed or 5th garage. The materials used were built to stand the test of time. The structure is steel and concrete construction with a 100 year slate roof and stucco exterior. The bespoke details and the incredible attention to detail throughout this house sets it apart. Features-include spray foam insulation, 600 ft well with 20 GPM, geothermal heating/cooling as well as geothermal pool heat. The pool house with 20 ft vaulted ceiling, design by Wadia and built in 2010. Pool House features include a large porch-like living room, kitchen, built in grill, full bath & sauna. There is also flexible space for a recreation room or in-law suite, or nanny/caretaker apt above the attached 4 car garage with living room, bedroom and full bath. An additional 5th garage is a great storage area for the car collector plus there is ample space for sports equipment, bikes and gardening tools. The house is located on the corner of West Rd and Greenley. One minute drive to the village center and express train to NYC. This house has it all location, prime property, quality of home and all the fun amenities.
Sold for $6,750,000
$6,750,000
58 Greenley Road, New Canaan, CT 06840
6beds
9,096sqft
Single Family Residence
Built in 1930
4 Acres Lot
$6,643,600 Zestimate®
$742/sqft
$5,511 Estimated rent
Home value
$6,643,600
$5.78M - $7.77M
$5,511/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: May 22, 2025 at 08:36am
Listed by:
HANNELORE KAPLAN TEAM,
Hannelore Kaplan 914-450-3880,
William Raveis Real Estate 203-966-3555
Bought with:
Christine D. Saxe, RES.0768323
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24066597
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 10
- Full bathrooms: 8
- 1/2 bathrooms: 2
Primary bedroom
- Features: Bedroom Suite, Dressing Room, Fireplace, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 385.82 Square Feet
- Dimensions: 20.2 x 19.1
Bedroom
- Features: Dressing Room, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 373.7 Square Feet
- Dimensions: 20.2 x 18.5
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Upper
- Area: 226.57 Square Feet
- Dimensions: 16.3 x 13.9
Bedroom
- Level: Upper
Bedroom
- Features: Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 230.46 Square Feet
- Dimensions: 16.7 x 13.8
Bedroom
- Features: Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 255.51 Square Feet
- Dimensions: 16.7 x 15.3
Dining room
- Features: 2 Story Window(s), High Ceilings, Wet Bar, Patio/Terrace, Hardwood Floor
- Level: Main
- Area: 436.5 Square Feet
- Dimensions: 22.5 x 19.4
Family room
- Features: Fireplace, Patio/Terrace, Hardwood Floor
- Level: Main
- Area: 487.05 Square Feet
- Dimensions: 25.5 x 19.1
Kitchen
- Features: Breakfast Nook, Built-in Features, Kitchen Island, Pantry, Hardwood Floor
- Level: Main
- Area: 523.19 Square Feet
- Dimensions: 24.11 x 21.7
Living room
- Features: Beamed Ceilings, Bookcases, Fireplace
- Level: Main
- Area: 821.57 Square Feet
- Dimensions: 23.4 x 35.11
Office
- Features: Beamed Ceilings, Bookcases, Built-in Features
- Level: Main
- Area: 453.6 Square Feet
- Dimensions: 21 x 21.6
Office
- Level: Lower
Other
- Features: Built-in Features, Half Bath, Tile Floor
- Level: Main
Rec play room
- Features: Full Bath, Hardwood Floor
- Level: Upper
- Area: 786.21 Square Feet
- Dimensions: 21.9 x 35.9
Rec play room
- Level: Lower
- Area: 283.24 Square Feet
- Dimensions: 19.4 x 14.6
Heating
- Other
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Cooktop, Oven/Range, Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater, Humidifier
- Laundry: Upper Level
Features
- Sound System, Open Floorplan, Sauna
- Basement: Partial,Heated,Cooled,Partially Finished
- Attic: Heated,Finished,Floored,Walk-up
- Number of fireplaces: 4
Interior area
- Total structure area: 9,096
- Total interior livable area: 9,096 sqft
- Finished area above ground: 8,096
- Finished area below ground: 1,000
Property
Parking
- Total spaces: 4
- Parking features: Attached
- Attached garage spaces: 4
Features
- Patio & porch: Wrap Around, Porch
- Exterior features: Breezeway, Rain Gutters, Balcony, Outdoor Grill, Tennis Court(s), Garden, Underground Sprinkler
- Has private pool: Yes
- Pool features: Gunite, Heated, Fenced, In Ground
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront, Brook, River Front
Lot
- Size: 4 Acres
- Features: Level, Landscaped, Open Lot
Details
- Additional structures: Cabana, Pool House
- Parcel number: 1788826
- Zoning: 2
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Tudor
- Property subtype: Single Family Residence
Materials
- Stucco
- Foundation: Concrete Perimeter, Pillar/Post/Pier
- Roof: Slate
Condition
- New construction: No
- Year built: 1930
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: HVAC
Community & neighborhood
Security
- Security features: Security System
Community
- Community features: Basketball Court, Health Club, Library, Park, Playground, Private School(s), Near Public Transport
Location
- Region: New Canaan
- Subdivision: Oenoke Ridge
Price history
| Date | Event | Price |
|---|---|---|
| 5/21/2025 | Sold | $6,750,000-2.1%$742/sqft |
Source:  Smart MLS #24066597 Report a problem | ||
| 4/8/2025 | Pending sale | $6,895,000$758/sqft |
Source: Smart MLS #24066597 Report a problem | ||
| 1/3/2025 | Listed for sale | $6,895,000$758/sqft |
Source: Smart MLS #24066597 Report a problem | ||
| 12/8/2024 | Listing removed | $6,895,000$758/sqft |
Source:  William Raveis Real Estate, Mortgage & Insurance #24051580 Report a problem | ||
| 10/18/2024 | Listed for sale | $6,895,000+108.9%$758/sqft |
Source: Smart MLS #24051580 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $48,081 +4.9% | $2,880,850 +1.5% |
| 2024 | $45,816 +9.4% | $2,838,640 +28.4% |
| 2023 | $41,886 +3.1% | $2,211,510 |
Find assessor info on the county website
Neighborhood: 06840
Nearby schools
GreatSchools rating
- 9/10West SchoolGrades: PK-4Distance: 1.4 mi
- 9/10Saxe Middle SchoolGrades: 5-8Distance: 2.4 mi
- 10/10New Canaan High SchoolGrades: 9-12Distance: 2.4 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.