223 Jonathan Drive, Stamford, CT 06903
FOR SALE
2.77 ACRES

223 Jonathan Drive
Stamford, CT 06903

North Stamford
  • 6 Beds
  • 4.5 Baths
  • 6,986 sqft (on 2.77 acres)

$2,095,000

Original price: $2,250,000
Est. Mortgage $13,465/mo*
Get Pre-Qualified

$2,095,000

Original price: $2,250,000
Est. Mortgage $13,465/mo*
Get Pre-Qualified
6 Beds
4.5 Baths
6,986 sqft
(on 2.77 acres)

Local Information

  • Map ViewExplore the area around 223 Jonathan Drive.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Set on 2.77 manicured acres in North Stamford, 223 Jonathan Drive is a stately red brick colonial that seamlessly blends classic elegance with modern updates. Set back from the quiet road, the timeless facade creates a grand first impression, leading to the home's gracious foyer with sweeping staircase. Offering nearly 5000 square feet of living space, this extensively renovated home features 6 bedrooms, 4 full and 1 half baths. The updated kitchen boasts all-new cabinetry and appliances, while the luxurious primary suite includes a spa-like bath with soaking tub, double vanities, glass shower, and walk-in closet. Enjoy the private, resort-like backyard with a beautiful pool - perfect for summer living and entertaining. New landscaping, walkways, and patio enhance the outdoor setting. Also included within the majestic property is a barn with two horse stalls. The basement offers great flex space and a gym. Elegant, updated, and set in a serene North Stamford location, this is a rare offering that combines space, sophistication, and lifestyle.

Home Highlights

Parking
2 Car Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$300
Listed
48 days ago

Home Details for 223 Jonathan Drive

Interior Features

Interior Details
Basement: Full,Storage Space,Partially FinishedNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6986 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Electric Range, Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,GeothermalHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 3Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Pool
Pool: In GroundPool
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4813 Square FeetFinished Area (below surface): 2173 Square Feet

Days on Market

Days on Market: 48

Property Information

Year Built
Year Built: 1977
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: BrickNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: n/aParcel Number: 338227

Price & Status

Price
List Price: $2,095,000Price Per Sqft: $300
Status Change & Dates
Possession Timing: Flexible

Active Status

MLS Status: Active

Location

Direction & Address
City: StamfordCommunity: North Stamford
School Information
Elementary School: RoxburyJr High / Middle School: CloonanHigh School: Westhill

Agent Information

Listing Agent
Listing ID: 24172613

Building

Building Area
Building Area: 6986 Square Feet

Community

Community Features: Golf, Medical Facilities, Park, Playground, Private School(s), Public Rec Facilities, Near Public Transport, Shopping/Mall
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 2.77 Acres

Miscellaneous

BasementMls Number: 24172613Attic: Pull Down StairsAttribution Contact: (203) 550-6000Above Grade Unfinished Area: 4813

Additional Information

GolfMedical FacilitiesParkPlaygroundPrivate School(s)Public Rec FacilitiesNear Public TransportShopping/Mall
Last check for updates: about 17 hours ago
Listing courtesy of Katharine Gray Bunoski, (203) 550-6000
Compass Connecticut, LLC, (203) 550-6000
Co-Listing Agent: Jennifer Leahy, (917) 699-2783
Compass Connecticut, LLC, (203) 343-0141
Source: Smart MLS, MLS#24172613
Also Listed on Smart MLS.

Market trends in Stamford

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$609K
$3.33KMoM
Sale-to-List Price
101.6%
0.1%MoM
Price per sq ft
$394
$4MoM
Available listings
300
62MoM

Price History for 223 Jonathan Drive

DatePriceEventSource
06/19/2026$2,095,000PriceChange
Smart MLS #24172613
05/12/2026$2,250,000PriceChange
Smart MLS #24172613
05/05/2026$2,450,000Listed For SaleSmart MLS #24172613
03/27/2024$1,550,000Sold
Smart MLS #170580877
02/20/2024$1,525,000PendingSmart MLS #170580877
01/22/2024$1,525,000PriceChange
Smart MLS #170580877
09/19/2023$1,595,000PriceChange
Smart MLS #170580877
07/06/2023$1,625,000Listed For SaleSmart MLS #170580877
12/15/2006$1,459,000Sold
Smart MLS #98308249
08/06/2001$1,290,000Sold
Smart MLS #98097520

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Property Tax and Assessment

Year2025
Tax$23,542
Assessment$1,007,810
Home facts updated by county records

Comparable Sales for 223 Jonathan Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0 South Brook Drive, Stamford, CT
0.29
Single-Family Home
$1,758,371
05/11/26
4
3.5
4,100
71 North Lake Drive, Stamford, CT
0.81
Single-Family Home
$1,700,000
11/03/25
4
3.5
6,031
110 Erskine Road, Stamford, CT
0.63
Single-Family Home
$1,168,000
02/02/26
6
6.5
5,475
215 South Lake Drive, Stamford, CT
0.63
Single-Family Home
$2,410,000
06/15/26
4
6.5
7,169
279 E Middle Patent Rd, Greenwich, CT
0.95
Single-Family Home
$1,771,700
12/15/25
5
3.5
3,666
21 Ravenglass Drive #21, Stamford, CT
0.57
Single-Family Home
$2,600,000
04/09/26
4
4
5,441
77 Fox Glen Drive, Stamford, CT
1.11
Single-Family Home
$1,451,000
01/08/26
4
3.5
3,696
20 Mountain Wood Road, Stamford, CT
0.93
Single-Family Home
$990,000
08/26/25
6
3
3,939
5 Old Wagon Rd, Stamford, CT
0.63
Single-Family Home
$1,025,800
03/31/26
3
2.5
2,890
19 Stone Fence Lane, Stamford, CT
1.14
Single-Family Home
$2,375,000
11/06/25
4
4.5
7,022

Nearby homes

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Assigned Schools

These are the assigned schools for 223 Jonathan Drive.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

North Stamford
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about North Stamford

At least 91 Trulia users voted on each feature.

  • 94 % Say it's quiet

  • 91 % Say car is needed

  • 90 % Say yards are well-kept

  • 90 % Say it's dog friendly

  • 87 % Say there's wildlife

  • 86 % Say parking is easy

  • 76 % Say there's holiday spirit

  • 71 % Say they plan to stay for at least 5 years

  • 64 % Say neighbors are friendly

  • 64 % Say people would walk alone at night

  • 50 % Say kids play outside

  • 43 % Say there are community events

  • 13 % Say it's walkable to grocery stores

  • 12 % Say it's walkable to restaurants

  • 11 % Say there are sidewalks

  • 11 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • dawnashleyo
    "Quiet and more space! I miss having coffee down the street, but my wonderful neighbors make up for it. Get used to deer and chipmunks. There are no sidewalks but quiet streets "
    1
    Flag
  • Trulia User
    "Lots of country to explore with an owner, in parks etc. but not off leash. Lots of wildlife so dogs cannot be left outside at night. "
    1
    Flag
  • Erin M.
    "Right off Merritt and 10 minutes from train. Ultimate location in the quiet woodsy part of Stamford!"
    0
    Flag
  • Erin M.
    "Very quiet, lots of space and trees, perfect for raising kids near the city. I love being in a secluded area but just 10 minutes from downtown stamford. "
    10
    Flag
  • Austin C
    "Chestnut Hill Park is one of the best playgrounds around. It is at the foot of Chestnut Hill Lane (one of the best streets in North Stamford). "
    2
    Flag
  • Gladysrezabek
    "Friendly neighbors and a sense of community. Safe environment to raise kids and easy commute into NYC"
    9
    Flag
  • Trulia User
    "There are many streets for walks! It is very safe; however, lighting can be a bit sparse. It’s well worth the additional commute time to have more space."
    3
    Flag
  • Dan
    "Many, many homes have dogs. We walk ours in the neighborhood everyday and interact with 2 to 5 neighbors walking their dogs on a daily basis. "
    1
    Flag
  • Amexspec
    "I love my neighborhood. It’s quiet and kids safe. Neighbors are respectful. Schools are great and so is the community. Major highways are close to us too."
    0
    Flag
  • Sazmar
    "Large yards quite peaceful wildlife no pollution. "
    10
    Flag
  • Lauren s.
    "The perfect mix of country but 10-15 min from a city (downtown Stamford). Trains to NYC are 50 min and run every few minutes. Down to earth people from all different backgrounds and variety of income. Great place to expose your family to diversity..."
    13
    Flag
  • satjack
    "I've lived in this neighborhood for 20 years. The neighbors are friendly. Great place to go for walks Very convenient to NYC and CT shore. Wonderful place to have a family. The natural beauty year round is simply beautiful."
    9
    Flag
  • gerrypholmes
    "Great family community, Ideal for raising a family. Space and privacy. "
    2
    Flag
  • GG
    "Close to all that NYC has to offer and all that Connecticut has to offer...Perfect for families, great shopping and dining!"
    2
    Flag
  • Garyfalitsa
    "This area is great for families or for couples who want to start a family. Great location in nature for raising kids exploring and walking outdoors. magnet schools close by as we'll as many good private schools. Very quiet and safe neighborhood environment, with an upcoming park near scofieldtown rd. City water a plus!"
    1
    Flag

LGBTQ Local Legal Protections

Katharine Gray Bunoski, Compass Connecticut, LLC, (203) 550-6000
Agent Phone: (203) 550-6000
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
223 Jonathan Drive, Stamford, CT 06903 is a 6 bedroom, 5 bathroom, 6,986 sqft single-family home built in 1977. 223 Jonathan Drive is located in North Stamford, Stamford. This property is currently available for sale and was listed by Smart MLS on May 5, 2026. The MLS # for this home is MLS# 24172613.