25 Doubling Rd, Greenwich, CT 06830
Property image
Property image
OFF MARKET

$13,865,900

Trulia Estimate
as of Sep 21, 2026
  • 9 Beds
  • 7.5 Baths
  • 9,449 sqft (on 4 acres)

25 Doubling Rd, Greenwich, CT 06830

Home Highlights

Single-Family Home
Built in 1839
4 acre lot
9,449 sqft
$1,467/sqft
4 Parking Spaces

Local Information

  • Map ViewExplore the area around 25 Doubling Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Doubling Manor is a landmark estate in mid-country Greenwich, distinguished by its grand scale + European-inspired design. Encompassing nearly 10,000 square feet, the main residence offers nine bedrooms + seven full plus three half baths. Interiors are notable for their volume, natural light, and sense of openness, balancing classic elegance with everyday comfort. Set on 4 acres of meticulously landscaped grounds abutting the Greenwich Country Club, the property enjoys sweeping views + exceptional privacy. Outdoor amenities are equally impressive, featuring expansive terraces, a custom pool with spa and fountain features, fishing pond, + multiple recreational courts including tennis/basketball, volleyball + shuffle. 2026-01-21
25 Doubling Rd, Greenwich, CT 06830 is a 9 bedroom, 9 bathroom, 9,449 sqft single-family home built in 1839. It last sold for $9,650,000 on Oct 8, 2021 (32,067% above the $30,000 asking price). More recently, it was listed as a rental in January 2026 with an asking price of $30,000 per month. That rental listing was removed on January 24, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $13,865,900.

Home Details for 25 Doubling Rd

Interior Features

Heating & Cooling
Heating: Forced Air, FireplaceAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1839
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Pool
Pool
Parking & Garage
Parking Spaces: 4

Lot Information

Lot Area: 0.00 Acres

Comparable Sales for 25 Doubling Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
386 North St, Greenwich, CT
0.27
Single-Family Home
$6,250,000
06/23/26
5
8
9,974 sqft
382 North St, Greenwich, CT
0.25
Single-Family Home
$16,500,000
12/17/25
6
10.5
14,126 sqft
170 Stanwich Rd, Greenwich, CT
0.37
Single-Family Home
$6,250,000
08/03/26
6
5.5
6,700 sqft
34 Cedarwood Dr, Greenwich, CT
0.68
Single-Family Home
$9,640,986
05/20/26
6
8
9,140 sqft
151 Old Church Rd, Greenwich, CT
1.01
Single-Family Home
$11,000,000
12/04/25
8
8.5
10,935 sqft
164 Stanwich Rd, Greenwich, CT
0.35
Single-Family Home
$5,950,000
08/19/26
5
5.5
6,233 sqft
10 Copper Beech Rd, Greenwich, CT
0.77
Single-Family Home
$11,375,000
01/09/26
7
8.5
9,992 sqft
184 Stanwich Rd, Greenwich, CT
0.39
Single-Family Home
$5,052,000
07/07/26
5
5
4,700 sqft
420 North St, Greenwich, CT
0.49
Single-Family Home
$5,801,000
06/24/26
5
6.5
5,174 sqft
99 Birch Ln, Greenwich, CT
0.81
Single-Family Home
$12,500,000
01/08/26
8
9
7,337 sqft

Nearby homes

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Rental Market Trends in Greenwich

Last updated Sep 2026
Average rent
$5.83K
$366MoM
Available listings
155
View rental market trends in Greenwich, CT

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

Price and Tax history

DateEventPrice
Jan 24, 2026
Source: Zillow Rentals
ListingRemoved
$30,000
Jan 14, 2026
Source: Zillow Rentals
Listed For Rent
$30,000
Nov 18, 2021
Source: Houlihan Lawrence Inc
ListingRemoved
Nov 13, 2021
Source: Houlihan Lawrence Inc #114471
PriceChange
$22,000
Price decreased by 27%
Oct 11, 2021
Source: Houlihan Lawrence Inc #114471
Listed For Rent
$30,000

Frequently asked questions about 25 Doubling Rd

  • What is 25 Doubling Rd estimated to be worth?
    Trulia's estimated value for 25 Doubling Rd in Greenwich, CT is $13,865,900.
  • What is the price history for 25 Doubling Rd?
    25 Doubling Rd in Greenwich, CT last sold for $9,650,000 in October 2021.
  • 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 $2.58M. That is up $150K from the prior month.
  • Does 25 Doubling Rd have air conditioning?
    Yes, 25 Doubling Rd in Greenwich, CT has air conditioning.
  • Does 25 Doubling Rd have a pool?
    Yes, 25 Doubling Rd in Greenwich, CT has a pool.

Homes for rent near 25 Doubling Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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