Set on 3.23 acres of beautifully landscaped grounds in Old Greenwich within the prestigious Hillcrest Park Association, this exceptional estate is a true updated classic. Designed for both relaxation and grand entertaining, the property boasts a stunning resort-style pool, a screened-in porch for year-round enjoyment, and a cozy fire pit perfect for gathering on cool evenings. Expansive lawns, mature trees, and thoughtfully designed outdoor spaces create a private retreat just minutes from town.
This gorgeous 9,312-square-foot residence has been meticulously renovated, blending elegance with modern comfort. Sunlight fills the chic interior, highlighting hardwood floors, exposed beamed ceilings, and refined craftsmanship throughout. The open-plan porcelain kitchen, featuring a spacious center island, flows seamlessly into the family room and formal living areas, creating an effortless space for entertaining. Additional first floor highlights include a billiard room, a private office and 1.5 beautifully renovated baths.
Upstairs, the primary suite offers a spa-like bath and ample closet space, while 4-5 additional bedrooms and 3 renovated baths provide luxurious accommodations for family and guests. A gym, theater/playroom, and a large recreation room ensure every lifestyle need is met.
Conveniently located near top-rated Greenwich schools, parks, train stations, and the vibrant town center, this rare offering presents a unique opportunity to experience the finest in indoor-outdoor living within one of Old Greenwich's most coveted neighborhoods.
Sold
$3,975,000
23 Hillcrest Park Rd, Old Greenwich, CT 06870
5beds
9,312sqft
Residential, Single Family Residence
Built in 1900
3.23 Acres Lot
$3,976,900 Zestimate®
$427/sqft
$26,495 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: May 30, 2025 at 10:42am
Listed by:
Robin Bartholomew 203-253-3575,
BHHS New England Properties
Bought with:
Teresa Silvani, RES.0825816
BHHS New England Properties
Source: Greenwich MLS, Inc.,MLS#: 122307

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Heating
- Hydro-Air, Natural Gas
Cooling
- Central Air
Appliances
- Laundry: Laundry Room
Features
- Kitchen Island, Back Stairs
- Basement: Crawl Space
- Number of fireplaces: 4
Interior area
- Total structure area: 9,312
- Total interior livable area: 9,312 sqft
Property
Parking
- Total spaces: 3
- Parking features: Garage
- Garage spaces: 3
Features
- Patio & porch: Screened, Terrace
- Exterior features: Gas Grill
- Has private pool: Yes
Lot
- Size: 3.23 Acres
- Features: Level, Parklike
Details
- Parcel number: 121502/S
- Zoning: RA-1
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Residential, Single Family Residence
Materials
- Clapboard
- Roof: Asphalt
Condition
- Year built: 1900
- Major remodel year: 2021
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Security
- Security features: Security System
Location
- Region: Old Greenwich
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $164 monthly
- Association name: Hillcrest Park