39 Bailey Ave, Ridgefield, CT 06877
OFF MARKET

39 Bailey Ave
Ridgefield, CT 06877

  • 2 Beds
  • 2 Baths
  • 1,000 sqft

$1,104,900

Trulia Estimate
as of Jun 5, 2026

$1,104,900

Trulia Estimate
as of Jun 5, 2026
2 Beds
2 Baths
1,000 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Light and Bright Brand new 2 Bedroom Apartment in charming, well maintained home, high ceilings, walking distance to everything, Main Street, Coffee shops, shopping and commuter routes. Cute space with a nice size deck in the back, 2 Parking spaces, Washer and Dryer in Apt.
come check it out, Available ASAP !
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
None
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 39 Bailey Ave

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DryerWasher

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
Parking: None

Property Information

Year Built
Year Built: 1930Year Updated: 1997
Property Type / Style
Property Type: ApartmentArchitecture: Colonial

Community

Units in Building: 2

Lot Information

Lot Area: 6534 sqft

Price History for 39 Bailey Ave

DatePriceEventSource
02/28/2021ListingRemovedN/A
11/14/2020$2,000ListingRemovedN/A
10/30/2020$2,000Listed For RentN/A
04/23/2020$385,500Sold
Smart MLS #170247574

Market trends in Ridgefield

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
67
22MoM
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Property Tax and Assessment

Year2025
Tax$14,782
Assessment$539,700
Home facts updated by county records

Comparable Sales for 39 Bailey Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
31 West Ln, Ridgefield, CT
0.86
Apartment
$2,000,000
10/02/25
4
4
3,580
10 Sugar Maple Ln, Ridgefield, CT
1.28
Apartment
$440,000
10/22/25
2
1.5
1,074
10 Sugar Maple Ln #10, Ridgefield, CT
1.29
Apartment
$440,000
10/15/25
2
1.5
1,074
211 Long Ridge Rd, Danbury, CT
4.41
Apartment
$320,000
06/30/25
-
-
20 Lee Ln, Redding, CT
5.08
Apartment
$480,000
12/29/25
-
-
46 Greenwood Ave, Bethel, CT
7.75
Apartment
$500,000
11/13/25
1
1
900
1 Elizabeth St, Bethel, CT
7.39
Apartment
$1,165,000
03/03/26
1
1
1,000
1769 Oenoke Rdg, New Canaan, CT
7.00
Apartment
$1,650,000
12/10/25
-
-
Home facts updated by county records

Nearby homes

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Assigned Schools

These are the assigned schools for 39 Bailey Ave.
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 Ridgefield

At least 131 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 87 % Say parking is easy

  • 84 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 80 % Say it's quiet

  • 79 % Say there's wildlife

  • 79 % Say yards are well-kept

  • 75 % Say people would walk alone at night

  • 68 % Say they plan to stay for at least 5 years

  • 61 % Say neighbors are friendly

  • 57 % Say kids play outside

  • 52 % Say there are community events

  • 48 % Say streets are well-lit

  • 41 % Say it's walkable to restaurants

  • 34 % Say it's walkable to grocery stores

  • 32 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Luna L.
    "lots of dogs in the area. people constantly walking dogs and letting dogs play together after asking owner first "
    5
    Flag
  • Olivia R.
    "Concerts. And parades and holidays parties with free food and cocktails. Events and much more although living is expensive. But safe place to live "
    1
    Flag
  • Lisa P.
    "Awesome for pets- dog lovers - great dog parks , groomers, vets etc family friendly- tons of community events for kids of all ages & wonderful arts community. Theater & galleries- it’s awesome. Great distance to NYC too"
    3
    Flag
  • Lisa P.
    "Born & raised. Beautiful quaint, great arts & culture restaurants schools are among the BEST in the country! My kids were all born all over the world but have come to know Ridgefield as their roots, their home!!❤️"
    2
    Flag
  • Ryanj2.jr
    "Schools through middle school are great. High School is awful. Academics are okay if your children can get through the social isolation that is created by no home room connection and siloed cliques among the students and parents"
    9
    Flag
  • John D.
    "Arts, culture, festivals, parades, outdoor concerts in the park. Numerous community events for all ages."
    1
    Flag
  • Heather K.
    "There are events at the Parks and rec center, summer yoga classes outdoors. There is also a holiday stroll downtown and summer concerts. There "
    0
    Flag
  • Jennifer
    "cozy, safe, great for kids. Ridgefield is a town, not a city, not commercial, quaint, little downtown lifetime movies are filmed here. seriously beautiful but expensive"
    0
    Flag
  • Angie Baby
    "Great area for families and people who want a slower pace of life. Biggest challenge is there aren't enought nice markets and it is expensive to live here."
    1
    Flag
  • Neighbor
    "20+ minutes drive to Golden’s Bridge Metro North RR Station where parking can be difficult. Then an hour, 10 minutes train ride to Grand Central. Watch for potholes as Ridgefield Highway Dept does a poor job of paving and fixing pot holes turning them into washboards, if they fix them at all. "
    3
    Flag
  • Karen H.
    "We live in a lake community and the neighbors all take care of each other. This is a very nice place to raise a family"
    0
    Flag
  • Creinhar
    "This town has a great school district and a vibrant downtown. Speed limits average 25 miles per hour and many people bike and jog the town streets. Healthy and outgoing community and awesome community center"
    3
    Flag
  • Creinhar
    "Free Chirp concerts in the park throughout the Summer, Ridgefield Playhouse, Boys and Girls Club, Ridgefield Recreation and Public Pool, Senior Living facilities and numerous community walking and biking trails"
    0
    Flag
  • Feli2476
    "Easy and clean beautiful views and safe roads , lots of security by local police and neighbors watch "
    2
    Flag
  • Susan R.
    "Lots of dogs in town. Many houses have 2 acre zoning so you can put up electric fence and let your dog run free in your yard. "
    0
    Flag
  • dowcompany
    "20 minutes to Goldens Bridge. Reasonable but not ideal commute to NYC but well worth it for the beauty, safety, schools, friendliness, access to everything else. "
    0
    Flag
  • Kristi V.
    "Neighbors are actually friends and not just passing acquaintances. Good for young and old. Cuz de sac street"
    0
    Flag
  • Suesilston
    "Pool tennis neighborhood association social events, proximity to town. Great schools. Theater, movies and a great library. Great sports program. "
    0
    Flag
  • hemsey
    "Beautiful lake community, close to shopping, good schools, nice Main Street, close to mall, great community"
    0
    Flag
  • Ossermanj
    "It’s private, but within minutes of a fun downtown area, the schools are excellent, and the sense of community more than I can ask for!"
    0
    Flag
  • Catharinesalazar
    "My neighborhood is unique because all neighbors are very inviting, everyone knows everyone and are very helpful"
    0
    Flag
  • Alan I.
    "Rainbow Lake is a very diverse and welcoming community. "
    0
    Flag

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39 Bailey Ave, Ridgefield, CT 06877 is a 2 bedroom, 2 bathroom, 1,000 sqft apartment built in 1930. This property is not currently available for sale. 39 Bailey Ave was last sold on Apr 23, 2020 for $385,500. The current Trulia Estimate for 39 Bailey Ave is $1,104,900.