44 Gerry St, Greenwich, CT 06830
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Property image
OFF MARKET

44 Gerry St
Greenwich, CT 06830

  • 3 Beds
  • 2 Baths
  • 2,268 sqft

$992,700

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $5,107/mo*
Refinance Your Home

$992,700

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $5,107/mo*
Refinance Your Home
3 Beds
2 Baths
2,268 sqft

Local Information

  • Map ViewExplore the area around 44 Gerry St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1958
Living Area
2,268 sqft
Price/Sqft
$438
Parking
Garage

About this House

A Greenwich home perfect for making memories, especially in the finished lower level. Nestled in the tight-knit Chickahominy neighborhood on a quiet no-outlet road, this home offers great livable space and a versatile lower level for expansion. The main level features a welcoming living/dining room with a fireplace, flowing into the kitchen and out to a large terrace. Once a fruitful garden, its multi-tiered layout awaits the next green thumb. Three spacious bedrooms and a bath complete this level. Downstairs, my favorite part—an idyllic family room with a second fireplace and vintage bar, perfect for nostalgic gatherings. A full bath, possible fourth bedroom, and direct access through the tandem garage create an ideal in-law suite. 44 Gerry St—a loving home, ready for its next chapter.
44 Gerry St, Greenwich, CT 06830 is a 3 bedroom, 2 bathroom, 2,268 sqft single-family home built in 1958. It last sold for $930,000 on May 12, 2025 (2% below the $949,500 asking price). More recently, it was listed as a rental in June 2023 with an asking price of $4,000 per month. That rental listing was removed on August 7, 2023. It is currently off market. The Trulia Estimate is $992,700, with a rent estimate of $4,831/month.

Home Details for 44 Gerry St

Interior Features

Interior Details
Basement: Finished
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2268 Square Feet
Appliances & Utilities
Utilities: Natural Gas AvailableLaundry: Laundry Room
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Garage

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family Residence
Building
Construction Materials: Vinyl Siding
Property Information
Parcel Number: 031063/S

Price & Status

Price
List Price: $949,500
Status Change & Dates
Off Market Date: Mon May 12 2025

Active Status

MLS Status: Closed

Location

Direction & Address
City: Greenwich
School Information
Elementary School: Hamilton AvenueJr High / Middle School: Western

Building

Building Area
Building Area: 2268 Square Feet

Lot Information

Lot Area: 5227.2 sqft

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

BasementMls Number: 122090
Last check for updates: about 13 hours ago
Listed by Mike Parelli, (203) 940-2666
Mike Parelli Real Estate LLC
Bought with: OUT-OF-TOWN BROKER, FOREIGN LISTING
Source: Greenwich MLS, Inc., MLS#122090

Price History for 44 Gerry St

DatePriceEventSource
05/13/2025$949,500PendingGreenwich MLS, Inc. #122090
05/12/2025$930,000Sold
Greenwich MLS, Inc. #122090
03/20/2025$949,500ContingentGreenwich MLS, Inc. #122090
02/20/2025$949,500Listed For SaleGreenwich MLS, Inc. #122090
12/04/2024$949,500ListingRemovedOneKey® MLS as distributed by MLS GRID #H6317271
11/18/2024$949,500PriceChange
Greenwich MLS, Inc. #120952
09/05/2024$975,000Listed For SaleGreenwich MLS, Inc. #120950
07/25/2024ListingRemovedGreenwich MLS, Inc. #120950
07/08/2024$975,000Listed For SaleGreenwich MLS, Inc. #120950
08/07/2023ListingRemovedZillow Rentals
06/03/2023$4,000Listed For RentZillow Rentals

Market trends in Greenwich

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.1M
$340KMoM
Sale-to-List Price
102.7%
1.5%MoM
Price per sq ft
$801
$22MoM
Available listings
190
7MoM
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Property Tax and Assessment

Year2025
Tax$5,939
Assessment$480,550
Home facts updated by county records

Comparable Sales for 44 Gerry St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
41 Chapel St, Greenwich, CT
0.44
Single-Family Home
$1,200,000
01/16/26
4
1.5
1,961
33 Chapel St, Greenwich, CT
0.44
Single-Family Home
$1,250,000
03/25/26
3
2
1,297
30 Sherman Ave, Greenwich, CT
0.60
Single-Family Home
$895,000
12/19/25
3
1.5
1,699
30 High St, Greenwich, CT
0.68
Single-Family Home
$920,000
12/19/25
3
1.5
1,646
123 Hamilton Ave, Greenwich, CT
0.37
Single-Family Home
$650,000
11/20/25
2
2
1,154
63 Ivy St, Greenwich, CT
0.63
Single-Family Home
$850,000
08/18/25
3
2.5
1,485
11 Rockland Pl, Greenwich, CT
0.59
Single-Family Home
$970,000
11/03/25
3
2
1,268
255 Byram Rd, Greenwich, CT
0.86
Single-Family Home
$1,054,612
06/12/26
3
1.5
1,656
23 Pemberwick Rd, Greenwich, CT
0.59
Single-Family Home
$755,000
11/04/25
2
2
1,169

Nearby homes

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Assigned Schools

These are the assigned schools for 44 Gerry St.
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.

What Locals Say about Greenwich

At least 470 Trulia users voted on each feature.

  • 88 % Say it's dog friendly

  • 83 % Say car is needed

  • 77 % Say parking is easy

  • 76 % Say there's holiday spirit

  • 74 % Say people would walk alone at night

  • 73 % Say yards are well-kept

  • 69 % Say kids play outside

  • 67 % Say it's walkable to restaurants

  • 67 % Say they plan to stay for at least 5 years

  • 67 % Say it's quiet

  • 60 % Say there are sidewalks

  • 60 % Say there's wildlife

  • 58 % Say neighbors are friendly

  • 57 % Say streets are well-lit

  • 55 % Say it's walkable to grocery stores

  • 45 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Dog friendly"
    0
    Flag
  • Trulia User
    "Great long walking trails all Over the town, and dog parks! So it is just wonderfully dog friendly. "
    0
    Flag
  • Justine
    "Greenwich car show, dog day out, Bruce museum, proximity to Highway, public beach and pool for Greenwich residents"
    0
    Flag
  • Trulia User
    "School events, country club, cohen civic center, beach, walk-to-town, nice holiday environments, nice neighbors and neighborhoods!"
    0
    Flag
  • Dalvesbrito
    "Block party School Halloween party School movie party Fireworks on 4th of July Center civic events "
    0
    Flag
  • Kellysgreensllc
    "There are good schools,parks,library here. Conveniently located near mass transit.Not to forget our beaches. Local restaurants "
    0
    Flag
  • eiji.nishimuras
    "No good dog park to speak of. And generally park regulation and beach regulation is not very dog friendly "
    0
    Flag
  • Sharon Elkayam
    "It is a friendly community where the kids ride bikes and play together. The schools are good. The kids play in the front yards. "
    0
    Flag
  • Jp
    "It’s the best blend of good suburban town systems and support, and easy access to the center of economic opportunity and culture. "
    0
    Flag
  • Stefanie Lacoff, Realtor
    "Many parks and trails to walk your dog. Dogs are allowed at the beach during winter months. Greenwich is a great place to live! "
    1
    Flag
  • Stefanie Lacoff, Realtor
    "Greenwich is diverse and inclusive. People are educated and parents are involved. We have great amenities and resources for our community. "
    0
    Flag
  • Stefanie Lacoff, Realtor
    "Greenwich is a fantastic town to live in and raise a family. It’s great for all ages from kids through seniors. "
    0
    Flag
  • Jmcdg22m5w
    "It’s a quiet and clean neighborhood, I like it a lot. The restaurants are beautiful, the people are friendly, it is an easily accessible place for pharmacies or clothing and accessories stores."
    0
    Flag
  • Trulia User
    "I’ve lived here 25 years and love it. Looking to stay in the area only need a bigger house with no steps."
    1
    Flag
  • Trulia User
    "Great neighborhood! Love it here just looking for something more private single family home on a dead end or curl de sac."
    2
    Flag
  • Trulia User
    "Very dog friendly. Lots of great places to walk with a dog. Many dog owners. The beach in Old Greenwich is a fun place to meet other dog owners and allow them to play."
    0
    Flag
  • Trulia User
    "I95 is the worst and the Merritt parkway are very difficult to commute on. Good luck if you need to commute during peak times. "
    1
    Flag
  • Sharonelkayam
    "Kid and pet friendly. Nice neighbors and well kept homes. The schools are great. Good area for walking and running. Near trains and shopping area in Old Greenwich. Beach is also a few minutes away."
    1
    Flag
  • Sandra
    "Halloween decoration is the best! Neighbors are very nice and safety, kids walk and play safety school is very good"
    0
    Flag
  • Barbara J.
    "Great public and private schools and safe neighborhoods. People are friendly and it’s a great place to raise kids. "
    5
    Flag
  • Charles M.
    "Pretty perfect. Train, buses, the parkway and 95. What’s left? Car pooling! and we have that as well."
    0
    Flag
  • Janette S. A.
    "Family oriented neighborhood with nice parks and sidewalk restaurants. Feel safe going for a walk and at the park. "
    0
    Flag
  • Diane L.
    "The police involvement with their community, the amazing schools and circular activities, the friendly neighborhood, so many other Positive things to say not enough time!"
    4
    Flag
  • Hercoles_silveir4
    "Grande offers better security public transport schools hospital than any other city that my family and I have ever lived in I think a good place to live would recommend to anyone that I like a safe and educated home"
    1
    Flag
  • Daniel C.
    "I need a car most of the time. There’s 2 buses line that serves the town, one takes you to the metro north station "
    0
    Flag
  • Trevor M.
    "Love living here!! It is beautiful,safe and fun. Tods point is amazing. Great schools and plenty of things to do!"
    0
    Flag
  • Leila
    "The is very. Nice friendly I like to live in Grreewich because is Quite and gentle I can walk to my dog in the nighttime no danger"
    5
    Flag
  • Lynn M.
    "Busy street traffic, leash mandatory , people drive by fast! Dogs being walked are friendly. People pick up their dog waste. It’s a plus!"
    1
    Flag
  • Allforsummer
    "I grew up in Glenville. It’s a very family oriented neighborhood. Local businesses are owned by neighbors. Kids can ride their bikes freely or take walks to Glenville Pizza. Great place to live! "
    0
    Flag
  • Katetaylor83
    "Yes - there are a number of places close by to walk your dogs. It’s not ideal, as there aren’t a lot of off leash options and the dog run is tiny and unusable. "
    3
    Flag
  • Ksziman
    "Strong sense of community and neighborly support and camaraderie. Folks generally look out for one another "
    3
    Flag
  • Stephanie
    "Yes there are lots of dogs. With lots of parks to walk dogs. Anyone who has a dog would be comfort in. "
    0
    Flag
  • Lynn M.
    "My area is not particularly family friendly. I live in the main avenue. Better suited to working person/s."
    2
    Flag
  • Lesliegodner
    "I’ve lived here for a year. It’s a great neighborhood. We have amazing restaurants and stores. Great for families and singles alike. "
    0
    Flag
  • Jesselynn G.
    "The elementary school fairs/carnivals, trick or treating, fireworks at the park nothing else in particular but overall a great neighborhood "
    0
    Flag
  • Mdandola
    "Lots of families in the area and great schools. The town has tons of wonderful programs, and there are great additional programs through YMCA and other organizations in town. The town party is awesome, as well."
    4
    Flag
  • Sarah G.
    "I reverse commute to North Haven—50 mikes away. I have zero traffic and can get to 95 quickly, so that’s a plus. "
    0
    Flag
  • Andrea T.
    "Is very safe has great schools clean streets is near most shops people respect each other I would love rents to be not as expensive forces people to move out "
    0
    Flag
  • Gissella E.
    "Safe area to live. Great school with a exceptional , espectacular kids activities and kids friendly and pleasure to live here and grow up your family. Good , good ,good "
    0
    Flag
  • Debtifrob
    "This community is as close as you can get to a home town like Father Knows Best or Andy Griffin. With. the exception of the high cost, it's a very warm, exclusive neighborhood with mansions & working class ppl. lots of celebrities move here bc if safety & school system. I was born here & living here 65yrs now. Downfall is the high housing, upside lots if culture & a few beaches, public pool & island a ferry brings you to."
    4
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

48 pet-friendly rentals in Greenwich, CT

Explore by feature - Garage

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Explore by feature - Pool

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Explore by feature - Outdoor Space

27 rentals with an outdoor space in Greenwich, CT

Homes for sale near 44 Gerry St

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Off Market Homes Near 44 Gerry St

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Frequently asked questions about 44 Gerry St

  • What is 44 Gerry St estimated to be worth?
    Trulia's estimated value for 44 Gerry St in Greenwich, CT is $992,700.
  • What is the price history for 44 Gerry St?
    44 Gerry St in Greenwich, CT last sold for $930,000 in May 2025.
  • Is Greenwich a buyer's or seller's market?
    Greenwich is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Greenwich?
    The median sale price in Greenwich is $2.1M. That is up $340K from the prior month.
  • Does 44 Gerry St have air conditioning?
    Yes, 44 Gerry St in Greenwich, CT has air conditioning.
  • Does 44 Gerry St have laundry facilities?
    Yes, 44 Gerry St in Greenwich, CT has laundry facilities.
Listing data courtesy of Greenwich MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.