Gate house
1924Original road entry and first privacy threshold.
MLS #170582414
Round Hill · Greenwich
18 Briar Hollow Lane
A 1924 Tudor revival on three private acres, with original millwork, a Workstead kitchen, restored gardens, and a guest cottage.
Blueprint reveal
Walk the estate by layer before the private tour.
Floor plans, disclosures, grounds, systems, and showing details sit beside the story of the property, giving qualified buyers something real to study before they call.
Floor planDisclosuresSurveySepticGarden planPermit history
18 Briar Hollow Lane
Tour by layer, not by guesswork.
Main house
8,400 sq ftSix bedrooms, restored millwork, Workstead kitchen.
Guest cottage
2 bedsRestored in 2020 for guests, staff, or studio use.
Gardens
3.0 acFormal forecourt, meadow, orchard, and kitchen garden.
The house in photos
Photography by Pia Ulin, March 2026.
Each room photographed in the natural light of its best hour. Floor plans and the architectural history are in the disclosure package.
Main house, facing south at golden hour
Entry foyer, original marble inlay
Kitchen, 2022 renovation by Workstead
Primary suite, south-facing bay
Library, original oak millwork
Dining room, 1924 chandelier
Garden room, perennial beds beyond
Guest cottage, restored 2020
Tour the house
From the drive to the garden, room by room.
A guided walk through the estate, the way the listing agent would show you in person. Linger on whichever room you want.
product anatomy1/5
The approachdriveway
Entryoriginal marble
Heartmarble island
Sleepprimary bedroom
GroundsStuart-Smith design
Arrival
A 320-foot brick drive lined with linden trees.
320'
driveway
Arrival
A 320-foot brick drive lined with linden trees.
The original 1924 gate-house sits at the road. The drive curves through copper beech and a 100-year-old linden allée before opening onto the forecourt. Most buyers slow down here.
The Foyer
Original marble, restored 2019. Light from three directions.
A double-height entry with the original Carrara floor and the 1924 cast-iron staircase. Light enters from the east (morning), south (midday), and west (afternoon) — a calibrated room for a calibrated house.
The Kitchen
Workstead 2022 renovation. Wolf range. Carrara island. South light.
Custom oak cabinetry, two dishwashers, a 60-inch Wolf range, walk-in pantry, and a 10-foot Carrara marble island that seats four. The garden door opens directly onto the herb beds.
The Primary Suite
A bay window, a reading nook, a private balcony.
South-facing. 22'×18' bedroom. Original fireplace (functional). 14-foot custom closet, primary bath with cast-iron tub and walk-in shower, and a private 6'×12' balcony over the rose garden.
The Gardens
Tom Stuart-Smith design, installed 2018.
Three acres total: a formal forecourt, perennial beds (a Stuart-Smith signature with grasses and salvias), a working kitchen garden, an apple orchard with 12 heritage varieties, and a meadow that mows once in October.
The neighborhood
Round Hill, in detail.
What's a five-minute drive, a fifteen-minute drive, and a 47-minute train ride away. The Round Hill quadrant of Greenwich is the quiet one — and the closest to both the Country Club and the train.
Round Hill Country Club
Members-only golf and tennis. The estate sits a half-mile from the gate.
33 Round Hill Club Road
(203) 869-2350
Greenwich Country Day School
K–12 independent school. 12-minute drive. Multiple students from the immediate area.
401 Old Church Road
(203) 622-8500
Greenwich Train Station (MNR)
Direct to Grand Central in 47 minutes. 8-minute drive from the property.
20 Railroad Avenue
(800) 638-7646
Greenwich Avenue
The shopping and dining spine. Pasta Vera, Restoration Hardware, Hermès, all within 10 minutes.
Greenwich Avenue, Greenwich CT
Audubon Greenwich
285-acre wildlife sanctuary. Hiking trails, the famous Hawk Watch in autumn. 6 minutes north.
613 Riversville Road
(203) 869-5272
Tod's Point (Greenwich Point Park)
Private peninsula on Long Island Sound. Beach, sailing, the long summer dusk walk.
1 Tods Driftway, Old Greenwich
The transaction
From private tour to closed deal.
Buying a Greenwich estate isn't quick or impulsive. Here's how the process actually moves, with realistic timelines for each step.
pathway
Step 1
Private tour, by appointment.
We host private tours Tuesday–Saturday, 10am–4pm. Two hours, slowly, with the listing agent and the seller's broker present if you'd like to ask about the renovation history.
tour length
2hr
Step 1
Private tour, by appointment.
We host private tours Tuesday–Saturday, 10am–4pm. Two hours, slowly, with the listing agent and the seller's broker present if you'd like to ask about the renovation history.
Step 2
Buyer's brokerage + property review.
Your broker reviews the disclosure package: 1924 deed, 2019 marble restoration permits, 2022 kitchen permits, 2018 garden design plans, and the most recent structural and septic reports. We share everything.
Step 3
Offer, inspection, and negotiation.
Most offers in Round Hill come with a 14-day inspection contingency. The seller responds within 48 hours. We've done this carefully on this estate; a few items in the cottage are flagged in the pre-listing disclosure already.
Step 4
Close and key transfer.
Closings in Greenwich typically take 45 days from accepted offer. We coordinate with your attorney, your lender, the title company, and the seller's team. Key transfer happens at closing or by mutual agreement.
Visit the estate
Book a two-hour private tour.
Tours run Tuesday–Saturday, 10am–4pm. The listing agent attends every showing; the seller's broker is available on request. Bring your buyer's broker.
Listing agent: Margaret Wei, Crestmark Properties · margaret@crestmark.co · (203) 555-0187