66 Upper Cross Rd, Greenwich, CT 06830
OFF MARKET

66 Upper Cross Rd
Greenwich, CT 06830

  • Studio
Studio
(on 10.32 acres)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
9 Carleton St, Greenwich, CT
1.08
Apartment
$2,100,000
01/16/26
1
1
450
20 Church St #A55, Greenwich, CT
1.19
Apartment
$1,295,000
12/19/25
2
2
1,284
335 Greenwich Ave, Greenwich, CT
1.78
Apartment
$5,225,000
03/03/26
1
1
500
7 River Rd #306, Greenwich, CT
1.81
Apartment
$815,000
10/20/25
2
2
1,110
303 Davis Ave, Greenwich, CT
1.88
Apartment
$970,000
07/16/26
-
-
147 Holly Hill Ln #2, Greenwich, CT
2.38
Apartment
$1,150,000
12/29/25
2
2.5
2,200
83 Meadow Wood Dr, Greenwich, CT
3.03
Apartment
$7,800,000
07/23/26
4
3
2,429
225 Hamilton Ave #1, Greenwich, CT
2.43
Apartment
$3,600
07/20/26
2
1
1,200
12 Hickory Dr #B, Greenwich, CT
2.78
Single-Family Home
$1,800,000
10/09/25
6
4.5
4,210
16 Windy Knls #A, Greenwich, CT
2.76
Apartment
$1,375,000
09/04/25
3
3
2,590

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
2 Putnam Hill Road #4D, Greenwich, CT 06830
0.00
$505,700
2
1
1,000
Off Market
69 Riverdale Ave #103, Greenwich, CT 06831
0.00
$2,568,300
2
3
2,400
Off Market
3 Putnam Hill Rd #3K, Greenwich, CT 06830
0.00
$1,267,100
1
1
985
Off Market
30 Ridgebrook Rd, Greenwich, CT 06830
0.03
$5,115,900
5
5
3,876
Off Market
37 Ridgeview Ave, Greenwich, CT 06830
0.05
$2,800,000
4
4.5
2,182
Recently Sold
35 Ridgeview Ave, Greenwich, CT 06830
0.06
$3,425,800
4
3.5
2,937
Off Market
17 Ridgebrook Rd, Greenwich, CT 06830
0.10
$3,482,000
4
3.5
3,019
Off Market
18 Echo Ln, Greenwich, CT 06830
0.11
$3,468,900
5
3.5
4,011
Off Market
16 Ridgebrook Rd, Greenwich, CT 06830
0.12
$4,495,000
5
5.5
4,259
For Sale
40 Ridgeview Ave, Greenwich, CT 06830
0.11
$5,675,000
5
6.5
5,473
Recently Sold
10 Echo Ln, Greenwich, CT 06830
0.14
$4,000,000
4
3.5
3,457
Recently Sold
7 Echo Ln, Greenwich, CT 06830
0.14
$3,600,500
4
4.5
3,516
Off Market

Local Information

  • Map ViewExplore the area around 66 Upper Cross Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Apartment
Lot Size
10.32 acres

About this House

This apartment is located at 66 Upper Cross Rd, Greenwich, CT. 66 Upper Cross Rd is in Greenwich, CT and in ZIP code 06830. This property has a lot size of 10.32 acres.
66 Upper Cross Rd, Greenwich, CT 06830 is a studio apartment. It last sold for $9,850,000 on May 29, 2002. It is currently off market. The Trulia Estimate rent is $7,457/month.

Home Details for 66 Upper Cross Rd

Property Information

Property Type / Style
Property Type: Apartment

Interior Features

Interior Details
Attic
Heating & Cooling
Air Conditioning

Exterior Features

Pool
Pool

Lot Information

Lot Area: 10.32 acres

Additional Information

Greenhouse

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
May 29, 2002
Source: N/A
Sold
$9,850,000

Market trends in Greenwich

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.44M
$338KMoM
Sale-to-List Price
103.8%
1.1%MoM
Price per sq ft
$825
$24MoM
Available listings
182
8MoM

Around this home

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

LGBTQ Local Legal Protections

Frequently asked questions about 66 Upper Cross Rd

  • What is the price history for 66 Upper Cross Rd?
    66 Upper Cross Rd in Greenwich, CT last sold for $9,850,000 in May 2002.
  • 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 $2.44M. That is up $338K from the prior month.
  • What do residents say about Greenwich?
    Residents describe Greenwich, CT as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Greenwich, CT.
  • Does 66 Upper Cross Rd have a pool?
    Yes, 66 Upper Cross Rd in Greenwich, CT has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

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