Featured in House Beautiful (Feb '22), this home in the private Milbrook Association showcases the exceptional work of renowned interior designer Jamie Drake set amidst the beautifully curated grounds by Janice Parker. Elegant open-concept layout with 10-ft ceilings perfectly suited for both grand entertaining and quiet escape. Luxurious owner's suite with fireplace, morning kitchen, spa bath, dual walk-in closets and balcony overlooking backyard. Three additional en-suite bedrooms upstairs. Lower level with office/5th bedroom, gym and rec room. Highlights include 3-floor elevator, attached 2-car garage, Sonos/Savant smart home system, fiber-optic internet, electronic window shades. Terrace with covered seating area, outdoor fireplace and barbecue. Opportunity to buy home fully furnished.
Under contract
$7,595,000
248 Overlook Dr, Greenwich, CT 06830
5beds
7,700sqft
Residential, Single Family Residence
Built in 2018
0.49 Acres Lot
$7,451,800 Zestimate®
$986/sqft
$1,592/mo HOA
What's special
Outdoor fireplaceBalcony overlooking backyardMorning kitchenRec roomDual walk-in closetsElegant open-concept layoutSpa bath
- 19 days
- 2,345
- 146
Zillow last checked:
Listing updated:
Listed by:
Joseph Barbieri 203-940-2025,
Sotheby's International Realty
Source: Greenwich MLS, Inc.,MLS#: 125926
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 7
- Full bathrooms: 6
- 1/2 bathrooms: 1
Heating
- Natural Gas, Hydro-Air
Cooling
- Central Air
Appliances
- Laundry: Laundry Room
Features
- Built-in Features, Pantry, Elevator
- Windows: Double Pane Windows
- Basement: Exterior Entry,Finished
- Number of fireplaces: 5
Interior area
- Total structure area: 7,700
- Total interior livable area: 7,700 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage
- Garage spaces: 2
Features
- Patio & porch: Terrace
- Exterior features: Balcony, Gas Grill
Lot
- Size: 0.49 Acres
- Features: Parklike
Details
- Parcel number: 013171/S
- Zoning: R-12
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Residential, Single Family Residence
Materials
- Shingle Siding
- Roof: Wood
Condition
- Year built: 2018
Utilities & green energy
- Water: Public
Community & HOA
Community
- Security: Security System
HOA
- Has HOA: Yes
- HOA fee: $9,550 semi-annually
- HOA name: Milbrook
Location
- Region: Greenwich
Financial & listing details
- Price per square foot: $986/sqft
- Tax assessed value: $2,968,000
- Annual tax amount: $37,943
- Date on market: 9/23/2026
- Inclusions: Washer/Dryer, All Kitchen Applncs
Estimated market value
$7,451,800
$7.08M - $7.82M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/9/2026 | Contingent | $7,595,000$986/sqft |
Source:  Greenwich MLS, Inc. #125926 Report a problem | ||
| 9/23/2026 | Listed for sale | $7,595,000+87.1%$986/sqft |
Source: Greenwich MLS, Inc. #125926 Report a problem | ||
| 1/30/2020 | Sold | $4,060,000-9.7%$527/sqft |
Source: Greenwich MLS, Inc. #104809 Report a problem | ||
| 10/28/2019 | Listing removed | $4,495,000$584/sqft |
Source: Sotheby's International Realty - Greenwich Brokerage #104809 Report a problem | ||
| 7/24/2019 | Price change | $4,495,000-10%$584/sqft |
Source: Sotheby's International Realty - Greenwich Brokerage #104809 Report a problem | ||
| 4/30/2019 | Listed for sale | $4,995,000-9.1%$649/sqft |
Source: Sotheby's International Realty - Greenwich Brokerage #104809 Report a problem | ||
| 8/29/2018 | Listed for sale | $5,495,000$714/sqft |
Source: Owner Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $36,682 +3.5% | $2,968,000 |
| 2024 | $35,426 +2.6% | $2,968,000 |
| 2023 | $34,536 +0.9% | $2,968,000 |
| 2022 | $34,221 -12.5% | $2,968,000 -8.6% |
| 2021 | $39,092 +0.2% | $3,246,880 |
| 2020 | $39,027 -10.6% | $3,246,880 -9.7% |
| 2019 | $43,634 +124.7% | $3,594,220 +119.7% |
| 2018 | $19,418 +102.4% | $1,635,900 +104.9% |
| 2017 | $9,594 +1.6% | $798,210 |
| 2016 | $9,442 | $798,210 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 06830
Nearby schools
Schools provided by the listing agent
- Elementary: Julian Curtiss
- Middle: Central
Source: Greenwich MLS, Inc.. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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