44 Deep Valley Road

Closed 10/29/25
Closed 10/29/25
Custom Contemporary Splendor
Sold
Last Sold Price
$1,380,000
4 beds4,929 sqft$280/sqft
44 Deep Valley Rd, Stamford, CT 06903
Single FamilyProperty Type
2 acresLot Size
1984Year Built
$280/sq ftPrice per sq ft
2 carsParking Spaces

Description

Nestled on 2 private North Stamford acres this superb contemporary w/soaring ceilings, striking architectural details, interior balconies & walls of windows creates the sense of a light-filled art gallery enriched w/extraordinary pond & nature views from nearly every room...all enhanced by the dynamic 10 ft ceilings & rich hardwood floors on the main level. The open floor plan flows easily from the dramatic entry hall to the spacious living room w/fireplace & triple exposure, to the breathtaking...Nestled on 2 private North Stamford acres this superb contemporary w/soaring ceilings, striking architectural details, interior balconies & walls of windows creates the sense of a light-filled art gallery enriched w/extraordinary pond & nature views from nearly every room...all enhanced by the dynamic 10 ft ceilings & rich hardwood floors on the main level. The open floor plan flows easily from the dramatic entry hall to the spacious living room w/fireplace & triple exposure, to the breathtaking double-height dining room w/ sliders to the first of 2 decks & direct kitchen access. Pristine EIK features center island & abundant custom cabinet storage & opens to the family room w/floor-to-ceiling stone fireplace. Both the EIK & family room access the expansive main deck, ready to host all your events. A laundry room w/extra storage, half bath & oversized 2-car garage complete the main level. Upper level boasts primary suite that enjoys its own balcony w/lake views, walk-in closet, dressing area & luxe bath w/jetted tub, plus 3 add'l bedrooms & full bath. Huge, partially finished walk-out lower level has a 5th bedroom & full bath (ideal for guests/office/gym), cedar closet, storage & potential rec/2nd family room w/sliders to the backyard. Recent updates include mechanicals & roof (all within 10 yrs). Large circular drive & additional side yard ready for play, this custom-built home has been pristinely maintained by the original owners & is truly one of a kind.
  • Listed by: Alyssa Bernstein 917.903.7410 alyssabernstein@bhhsne.com • Berkshire Hathaway NE Prop.
Listing closed: 10/29/2025 12:00 AM • Source: SMARTMLS, MLS#: 24118162

Recent comparable sales

Median sold price

$1,300,000

Avg days on market

20

Sale-to-list ratio

104.8%

Stamford, CT

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Location

Listing Courtesy of Berkshire Hathaway NE Prop., Alyssa Bernstein

Sold By Lamacchia Realty, Tracy Wilson

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$8,808 per month

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Principal and Interest

$7,014

Property Taxes

$1,794

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Property Information for 44 Deep Valley Road

Property Details
  • Taxes: $21,526 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full, Storage, Interior Access, Partially Finished, Walk-out, Liveable Space
  • Direct Waterfront: Yes
  • Expected Active Date: 08-15-2025
  • Garages Number: 2
  • Neighborhood: North Stamford
  • Style: Contemporary
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
  • Expected On Market Date: 08-15-2025
Building Information
  • Year Built: 1984
  • Lot Size: 2.00 AC / 87,120 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Riverbank to Deep Valley
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Westhill
  • Latitude: 41.119523
  • Longitude: -73.599761
  • Middle Jr High School: Per Board of Ed
  • Neighborhood Amenities: Golf Course, Lake, Medical Facilities, Private School(s), Stables/Riding
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $21,526
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Wrap Around Deck, Deck, Gutters, Lighting
  • Waterfront Description: Pond, Walk to Water, View, Access
Interior Features
  • Appliances Included: Cook Top, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: Mudroom off garage.
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Fireplace,Sunken,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: 2 Story Window(s),9 ft+ Ceilings,Balcony/Deck,Sliders,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Balcony/Deck,Granite Counters,Dining Area,Island,Hardwood Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 4
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Balcony/Deck,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 5
  • Listing Key: 3BE0CD7B2146D7D7E063E201100A22D7
  • Room Entry Order: 5
  • Room Features: Balcony/Deck,Bedroom Suite,Full Bath,Stall Shower,Whirlpool Tub,Walk-In Closet
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Features: Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Features: Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Grey
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding, Cedar
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Flat
  • Year Built: 1984
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 416
  • Living Area SQFT Per Public Records: 4513
Lot Information
  • Lot Description: Some Wetlands, Lightly Wooded, On Cul-De-Sac, Water View
  • Parcel Number: 330072
  • Sq Ft Est Heated Above Grade: 4513.0
  • Sq Ft Total: 4929.0
  • Zoning: RA3
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric, 50 Gallon Tank
  • Radon Mitigation Air: Yes
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 44 Deep Valley Road

DateEvent & SourcePriceAppreciation
Oct 29, 2025

Closed (Public Record)

Public Record #1919165107

$1,380,000—
DateEvent & SourcePrice
10/29/2025

Closed (Public Record)

Public Record #1919165107

$1,380,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 44 Deep Valley Road

Taxable ValueLand$318,800Additions$606,270Total$925,070
Tax Record2025$21,526 ($1,794 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt4,513 SqFtAbove Grade Finished SqFt4,513 SqFtUnfinished Basement SqFt1,895 SqFtStories2Lot Size87,120 SqFtStyleSingle Family ResidenceYear Built1984Year Renovated1984ZoningRA3CountyWESTERN CONNECTICUTAPNSTAM M:001 B:9702

Schools near 44 Deep Valley Road

This home is within Stamford School District.
Rating
School
Type
Grades
Distance
Roxbury School
Public - K to 5
Cloonan School
Public - 6 to 8
Westhill High School
Public - 9 to 12
Rogers International School
Public - K to 8
Rating
School
Distance
Roxbury School
PublicK to 5

Cloonan School
Public6 to 8

Westhill High School
Public9 to 12

Rogers International School
PublicK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 44 Deep Valley Road, Stamford, CT 06903
$1,380,000
4
4,929
87,120
Valley Road, Stamford, CT 06903
$688,500
4
–
94,089
35 Deep Valley Road, Stamford, CT 06903
$1,150,000
4
3,611
87,991
888 Riverbank Road, Stamford, CT 06903
$1,150,000
4
6,434
87,120
58 Deep Valley Road, Stamford, CT 06903
$1
4
3
3,386
91,040
37 High Valley Way, Stamford, CT 06903
–
3
3.5
3,870
87,120

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway NE Prop., Alyssa Bernstein

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.