Welcome to Point House, a distinguished c. 1850 waterfront estate perfectly positioned on Long Island Sound w/ the rare privilege of dual membership in both Thimble Farms & Pine Orchard Beach Assoc's. Spend your summer days on your private beach that blends seamlessly w/ the assocation stretch of golden sand. This recently expanded & updated coastal sanctuary graciously blends historic charm w/ every modern luxury. Entry level welcomes guests w/ complete in-law quarters featuring a comfortable sitting area, full kitchen, bedroom, bath, & bedroom / office-ideal for extended stays or multi-generational living. Ascend to the main level w/ views of the legendary Thimble Islands unfold. The living room, graced by an east-facing deck, overlooks your 1st of 2 private beaches & unique & breathtaking views. The west-facing dining room captures spectacular sunsets while opening to the kitchen & deck-perfect for entertaining against a backdrop of endless water views. Recent renovations added a convenient main-level laundry room & full bath, leading to the crown jewel: a private primary suite featuring a spa-inspired ensuite w/ tiled walk-in shower, soaking tub, & indulgent radiant heated floors. Third level houses 2 add'l bedrooms & a 4th full bath, plus a spectacular new bonus room w/ soaring vaulted ceiling-destined to become your family's activity headquarters & elevator ready. This coveted address is the perfect private retreat & effortless connectivity to both New York and Boston.
Est. $3,941 per month, based on comparable rentals
Sale and tax history for 33 Thimble Farms Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24128528
Mar 20, 2026
Sold
$3,480,000
$939/sq ft
Mar 3, 2026
Pending
—
Feb 2, 2026
Contingent
—
Nov 10, 2025
Price Changed
$3,935,000
$1,062/sq ft
Sep 23, 2025
Listed
$4,185,000
$1,129/sq ft
Smart MLS #170444223
Jan 31, 2022
Sold
$1,500,000
$405/sq ft
Dec 8, 2021
Contingent
—
Oct 11, 2021
Listed
$1,500,000
$405/sq ft
You will be instantly smitten by this year-round coastal beach house on a private island-like peninsula with sweeping views of Long Island Sound and overlooking a serene cove. This unique home is perfect for the naturalist, water enthusiast, or folks who just want to unplug and relax! Located high on a secluded promontory with water on three sides, this Pine Orchard retreat feels more like Monterey with its rocky prominences, mature trees and flower gardens. There are stunning water views from every vantage point, with Long Island Sound and the Thimble Islands as a backdrop. The house is just shy of 2500 square feet and has four bedrooms and three full baths, including one bedroom in a private guest suite with its own living room and kitchen. Ideal as a year-round residence or weekend/summer escape, this one-of-a-kind location is only two hours by train or car from Times Square, and two-and-a-half hours from Faneuil Hall. It’s also just 20 minutes away from New Haven, which is home to Yale University, world class museums, nationally recognized theaters, a vibrant music scene and over 50 Zagat-rated restaurants. In addition, this home is just a 5-minute walk to a private country club with a golf course, tennis and pickle ball courts, a marina and casual dining. Best of all, the house sits between two beautiful, sandy beaches, the largest of which features boat racks, a fire pit and a swimming float – all just steps away from your front door.
Smart MLS #170433843
Oct 8, 2021
Listing Removed
—
Sep 8, 2021
Listed
$1,950,000
$526/sq ft
Sep 2, 2021
Coming Soon
*
Year
Property tax
Land + Additions
Assessment*
2022
$26,953
$709,300 + $205,900
$915,200
2021
$26,953 (+1.8%)
$709,300 + $205,900
$915,200
2020
$26,468 (+5.7%)
$709,300 + $205,900
$915,200
2019
$25,044 (+1.5%)
$686,500 + $175,000
$861,500
2018
$24,673 (+0.6%)
$686,500 + $175,000
$861,500
2017
$24,527 (+3.9%)
$686,500 + $175,000
$861,500
2016
$23,614 (−6.6%)
$686,500 + $175,000
$861,500
2014
$25,285 (+2.5%)
$800,900 + $162,700
$963,600
2011
$24,659
$800,900 + $162,700
$963,600
Public record
Beds
4
Baths
3
Stories
3
Lot width
—
Lot depth
—
Lot size
10,454 Sq. Ft.
Year renovated
—
Sq. Ft.
2,481
Year built
1850
Style
Single Family Residential
County
New Haven County
APN
1070499
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 12, 2023.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage, Driveway
Garages Number: 2
Parking Information
Parking Total Spaces: 4
Interior
Interior Information
Total Rooms: 10
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired
In-Law Apartment: Yes
In-Law Access: First Floor
Cooling System: Central Air
Appliances Included: Electric Range, Refrigerator, Dishwasher, Washer, Gas Dryer