Prepare to be captivated by this magical 3-BR, 2.5-B character-filled storybook home. Origins date back to 1764, but it's filled w/comforts & conveniences for today! Rich wood floors/many vintage & antique, abundant French doors, 2-woodburning fpls, stunning wood staircase & upper bath clawfoot tub are all true to their charming heritage ... while granite Kitchen w/Viking range & SubZero refrigerator, Butler's pantry w/sink & lg wine chiller, sunny LR w/fpl, spacious DR w/vintage built-ins, main floor office + playrm + den/family rm, and walls of windows are all perfect for today! Primary has huge BR wrapped in windows w/wood burning fpl, lg custom-outfitted closets & roomy bathrm w/jetted tub & sep shower. The other 2-BRs each have their own special appeal w/handsome wood floors, loads of light, terrific closet space, and there's even an enclosed former sleeping porch offering versatile space for upstairs play or relaxing. The house is on a fully fenced, nicely landscaped quarter acre boasting new walkways + inviting new patio easily accessed off the kitchen sliding door. In addition to 2024 patio & walkway, updates incl new boiler/2022, waterproofed basement/2021, new fencing/2020, new electrical box/2020, EV charger & more- feature sheet tells all! The house is tucked away in a convenient Glenbrook neighborhood mins from Metro North, shops, schools, restaurants, beaches, Harbor Point & Stamford's vibrant downtown. Your search is over-this enchanting home can be yours!
Single-familyProperty Type
1764Year Built
0.25 acresLot Size
$347Est. Price/Sq.Ft.
4 spacesParking
Listed by Elayne Jassey• Berkshire Hathaway NE Prop.
Listed by Alyssa Bernstein• Berkshire Hathaway NE Prop.
Bought with Susie Calabrese• The Riverside Realty Group
Source:Smart MLS #24080514
Redfin Estimate
$989,806
$90K since sold in May 2025$10K since August
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 3.7% higher than the average sale price ($955K) of 6 comparable homes.
Filled with light and character, you'll find today's amenities without taking away from the charm of a bygone era. The enchanting details from 1764 include two wood burning fireplaces, and claw foot bathtub. Updated kitchen features Subzero, Viking range, new stainless whisper quiet dishwasher, granite counters and sliders to patio & gardens. Butler's pantry with wine chiller opens to formal dining room & fantastic living room with wide board pine floors. Den, office, sun room & powder room finish the main level. Master bedroom w/fireplace, bedroom w/converted sleeping porch, additional 2nd floor bedroom and 2 full baths. Professionally landscaped yard is perfect for both fun & relaxation. Wonderful Glenbrook location, near schools, shopping, train, highways & minutes to downtown & Harbor Point entertainment district. New roof & water heater. This is a home for making wonderful memories - a house that you will love and that will love you right back!
GMLS #90679
Nov 7, 2014
Sold
$475,000
$167/sq ft
Jun 16, 2014
Listed
$499,999
$175/sq ft
+17
ANTIQUE COLONIAL BUILT IN 1764. YESTERDAY'S CHARM W/ TODAY'S CONVENIENCES. GOURMET KITCHEN WITH VIKING STOVE AND SUBZERO FRIDGE, BUTLERS PANTRY W/ WINE FRIDGE, UPDATED BATHS. LARGE LIVING ROOM WITH FP AND BEAMED CEILING. PLENTY OF WINDOWS TO LET THE SUNSHINE IN. FORMAL DINING RM. LARGE MASTER BEDROOM W/ FP. GREAT SPACE, PRIVATE YARD.
Smart MLS #99068604
Nov 7, 2014
Sold
$475,000
$167/sq ft
Jun 6, 2014
Listed
$499,999
$175/sq ft
Public Records
Jun 15, 2004
Sold
$620,000
$217/sq ft
Smart MLS #98191212
Mar 19, 2004
Listed
$599,900
$210/sq ft
Smart MLS #96004112
Aug 9, 1996
Listing Removed
—
Feb 9, 1996
Listed
$339,900
$119/sq ft
Smart MLS #92003436
Aug 24, 1992
Listed
$310,000
$109/sq ft
Year
Property tax
Land + Additions
Assessment*
2022
$11,141 (+6.5%)
$175,050 + $241,610
$416,660
2021
$10,460 (+2.6%)
$175,050 + $220,430
$395,480
2020
$10,192
$175,050 + $220,430
$395,480
2019
$10,192 (+3.8%)
$175,050 + $220,430
$395,480
2018
$9,816 (+10.2%)
$175,050 + $220,430
$395,480
2017
$8,909 (+2.9%)
$147,040 + $195,610
$342,650
2016
$8,659 (+6.2%)
$147,040 + $195,610
$342,650
2014
$8,152
$147,040 + $195,610
$342,650
Tax history for 86 Toms Rd
Year
Property tax
Land + Additions
Assessment*
2022
$11,141 (+6.5%)
$175,050 + $241,610
$416,660
2021
$10,460 (+2.6%)
$175,050 + $220,430
$395,480
2020
$10,192
$175,050 + $220,430
$395,480
2019
$10,192 (+3.8%)
$175,050 + $220,430
$395,480
2018
$9,816 (+10.2%)
$175,050 + $220,430
$395,480
2017
$8,909 (+2.9%)
$147,040 + $195,610
$342,650
2016
$8,659 (+6.2%)
$147,040 + $195,610
$342,650
2014
$8,152
$147,040 + $195,610
$342,650
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
3
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.25 Acres
Year renovated
—
Sq. Ft.
2,852
Year built
1764
Style
Single Family Residential
County
Fairfield County
APN
345643
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 12, 2023.
Property details
Parking
Garage Information
Garage & Parking: Off Street Parking, Driveway
Parking Information
Parking Total Spaces: 4
Interior
Interior Information
Total Rooms: 10
Laundry Room Info: Lower Level
Interior Features: Cable - Pre-wired
Fireplaces Total: 2
Cooling System: Attic Fan, Wall Unit
Appliances Included: Gas Range, Oven/Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Chiller