39 Old Middle Rd, Brookfield, CT 06804
OFF MARKET

39 Old Middle Rd
Brookfield, CT 06804

  • 4 Beds
  • 3 Baths
  • 2,387 sqft (on 1.40 acres)

$675,300

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $4,395/mo*
Refinance Your Home

$675,300

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $4,395/mo*
Refinance Your Home
4 Beds
3 Baths
2,387 sqft
(on 1.40 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

The perfect home for a large family or someone needing muti-generational housing. A sprawling updated 4 bedroom ranch w/lots of natural light rarely offered in Brookfield. Master bdrm suite is large enough to contain a home office or nursery along with a California king sized bed!. Three full baths, 3 additional good sized bedrooms along with open layout w/huge kitchen in center of home with gas cooking ,SS appliances,beautiful tile floor,back splash,and corian counters.4th bedroom next to kitchen contains its own full bath/shower, walk in closet big enough for a small bedroom along with its own slider entrance from rear of home-an ideal in-law scenario. Beautiful hardwood floors and recessed lights in most open areas w/great deal of natural stone accents used throughout. Family room has a gas log fireplace along w/ counter for a breakfast bar. Livingroom has a woodstove with a triple slider opening up to unique wood deck containing a beautiful garden area and koi pond w/natural waterfall-just bring your fish! There is a gravel path going up from rear of home to a older horse barn needing renovation (so please don't enter)where there is ample open space for chickens, rabbits, etc and even a riding area for a horse or room for inground pool (please check w/zoning for specific requirements).House is well positioned for easy commute via Rt 84 for travel to lower Fairfield county or Westchester. Virtual or live tour of this magnificent ranch is available.
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
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 39 Old Middle Rd

Interior Features

Heating & Cooling
Heating: Forced Air, Electric, OilCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Concrete
Interior Details
Number of Rooms: 11Types of Rooms: Dining Room, Family Room
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleDeckExterior: Stone
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 1.40 acres

Price History for 39 Old Middle Rd

DatePriceEventSource
08/26/2020$386,000Sold
Smart MLS #170284530
07/23/2020$388,000PendingAgent Provided
07/22/2020$3,500ListingRemovedAgent Provided
07/05/2020$3,500PriceChange
Agent Provided
06/28/2020$388,000PriceChange
Agent Provided
03/29/2020$3,000Listed For RentAgent Provided
03/26/2020$399,000Listed For SaleAgent Provided
06/12/2018$352,000Sold
Smart MLS #170047627
03/23/2018$359,000PriceChange
Agent Provided
03/07/2018$369,900PriceChange
Agent Provided
01/30/2018$379,900Listed For SaleAgent Provided
06/08/1995$205,500Sold
Smart MLS #95002223
11/17/1992$195,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$9,708
Assessment$335,560
Home facts updated by county records

Comparable Sales for 39 Old Middle Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
25 Old Middle Road, Brookfield, CT
0.22
Single-Family Home
$505,000
11/03/25
3
2
1,596
8 Prospect Court, Brookfield, CT
0.53
Single-Family Home
$607,000
07/14/25
4
2.5
2,212
22 Prospect Drive, Brookfield, CT
0.42
Single-Family Home
$595,000
03/31/26
3
2.5
2,037
7 High Acres Road, Brookfield, CT
0.43
Single-Family Home
$560,000
04/27/26
3
2
1,897
117 Long Meadow Hill Road, Brookfield, CT
0.59
Single-Family Home
$575,000
10/01/25
3
3
2,356
2 Old Middle Road, Brookfield, CT
0.57
Single-Family Home
$630,000
06/18/25
4
3
2,392
172 Long Meadow Hill Rd, Brookfield, CT
0.53
Single-Family Home
$249,000
04/07/26
4
2
1,898
112 Long Meadow Hill Rd, Brookfield, CT
0.72
Single-Family Home
$420,000
08/11/25
4
3
2,540
14 Juniper Lane, Brookfield, CT
0.75
Single-Family Home
$685,000
11/07/25
4
2.5
2,354
33 Crestview Drive, Brookfield, CT
0.92
Single-Family Home
$685,000
07/21/25
4
2.5
2,502

Nearby homes

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Assigned Schools

These are the assigned schools for 39 Old Middle Rd.
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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 Brookfield

At least 84 Trulia users voted on each feature.

  • 92 % Say parking is easy

  • 92 % Say car is needed

  • 84 % Say yards are well-kept

  • 84 % Say it's dog friendly

  • 81 % Say there's wildlife

  • 81 % Say there's holiday spirit

  • 74 % Say it's quiet

  • 72 % Say people would walk alone at night

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

  • 64 % Say neighbors are friendly

  • 60 % Say kids play outside

  • 44 % Say there are community events

  • 37 % Say streets are well-lit

  • 24 % Say it's walkable to restaurants

  • 24 % Say there are sidewalks

  • 11 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Some of the community events that I participate in is food shopping activities with my kids going to the park and everything over here is peaceful clean everybody’s very nice and kind and loving."
    0
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  • Joychery38
    "Easy to get everywhere!! Mall is about 10 minutes away Walmart or Target are about the same! my work place (Lowe's) is about 5 minutes!! But it is very quiet you wouldn't think those places are so easy and fast to get to"
    5
    Flag
  • Seawolf06804
    "we have lots of things to do during somer lots of outdoor community activity in downtown likes shows markers and many things we can do as a family and community and school events "
    2
    Flag
  • Igor D.
    "No sidewalks ! Must have a car ! I am literally living 0.7 miles from Huckleberry school right on Candlewood road , and I can not walk to the school or to nearby shopping plaza because there are no sidewalks ! "
    3
    Flag
  • Brian H.
    "Candlewood Lakefront community Beaches and boating lovely views nice mix of neighbors summer vacation atmosphere "
    0
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  • Pierre
    "Very quiet cul de sac. I love this neighborhood and have been living here for 4 years. Neighbors are friendly and polite. "
    3
    Flag
  • Mahmood
    "Great place and peaceful. A lot of space and close to a lot of big stores. Very big and beautiful houses."
    0
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  • Jlynnpalmer
    "I have lived many places but Brookfield feels like home! It is such a sweet town and I know this is where we will be forever! ❤️❤️"
    0
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  • Rooney3wj
    "neighbors are helpful and friendly. quiet set back surroundings make for privacy yet open community with great western views"
    0
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  • Sudmurph
    "We’re a small community in a small town. We know each other, wave to each and help each other. During a recent storm which left a lot of property damage, within moments of the storm ending, people took to the streets to check on one another. What makes my community great, is we are a beach community in on a gorgeous lake. Life is good in this neighborhood. "
    0
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  • kenweiland
    "Very quiet cul-de-sac with Great shopping all around!"
    0
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  • martinjcoffey
    "Great area, 3 miles from Interstate 84 for commuting; close to several large stores, BJ's Wholesale Club, Costco, Kohls, Sleepy's, pharmacies CVS and Rite Aid, several day spas to relax and rejuvenate. Community is a great walking community, children playing and laughing such a beautiful sound, can hear the lake gentle rolling on the beach. Playground, ball field, vollley ball set up. Private boat docks for residents, lots of summer fun on the lake and fishing, if the ice hardens enough in the winter will see snow mobiles and fishermen on the frozen lake. Wonderful, wonderful area to live!"
    0
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  • kenweiland
    "This street is a quiet cul-de-sac and only minutes to every shopping convenience possible. Great schools, safe area and young families in a community street that is only 7 years old."
    0
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  • pegsenanayake
    "Brookfield is an excellent place to live with low crime and plenty of nearby shopping. Isabels Way is a safe and friendly neighborhood. Plenty of programs for retirees. Elderly are respected and looked after."
    0
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39 Old Middle Rd, Brookfield, CT 06804 is a 4 bedroom, 3 bathroom, 2,387 sqft single-family home built in 1969. This property is not currently available for sale. 39 Old Middle Rd was last sold on Aug 26, 2020 for $386,000. The current Trulia Estimate for 39 Old Middle Rd is $675,300.