Middlebury CT FSBO Homes (112)

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We have homes for sale by owner in Middlebury, CT. The median list price in Middlebury, CT is $244,839 and the average price per square foot is $110.

Pending

Condo For Sale

$560,753

3 Bed
3 Bath
2,206 Sqft

N Benson Road #52, Middlebury, CT

5 units remaining! an address that elevates your lifestyle - aberdeen estates at benson woods is a premier 55+... Read More

Homes For Sale

$649,900

4 Bed
3 Bath
2,553 Sqft

1 Independence Circle #1, Middlebury, CT

Welcome to this beautiful 4 bedroom, 2.5 bath colonial in the highly sought after complex at brookside of... Read More

Condo For Sale

$649,900

4 Bed
3 Bath
2,553 Sqft

1 Independence Circle #1, Middlebury, CT

Welcome to this beautiful 4 bedroom, 2.5 bath colonial in the highly sought after complex at brookside of... Read More

Condo For Sale

$509,900

3 Bed
3 Bath
1,950 Sqft

N Benson Road #47, Middlebury, CT

5 units remaining! an address that elevates your lifestyle - aberdeen estates at benson woods is a premier 55+... Read More

Active Under Contract

Homes For Sale

$799,900

3 Bed
3 Bath
1,722 Sqft
3.47 Acres(Lot)

18 Deer Run Road, Middlebury, CT

Welcome home to middlebury's newest 23 lot subdivision-hunting ridge estates. 18 deer run road (aka lot 20) is... Read More

Homes For Sale

$549,900

3 Bed
3 Bath
2,248 Sqft
0.28 Acre(Lot)

1 Stevens Road, Middlebury, CT

First time on the market - classic 1930s colonial in prime in-town location step into timeless elegance with... Read More

Active Under Contract

Homes For Sale

$739,000

5 Bed
3 Bath
2,442 Sqft
1.05 Acres(Lot)

222 Crest Road, Middlebury, CT

Step in to timeless elegance with this beautifully restored 5 bedroom, 2.5 bath home with solid oak flooring... Read More

Homes For Sale

$675,000

4 Bed
3 Bath
2,850 Sqft
0.97 Acre(Lot)

190 Bronson Drive, Middlebury, CT

Welcome to this beautifully maintained 4 bedroom 2.5 bath colonial home offering space and style in a sought... Read More

Pending

Vacant Land For Sale

$279,900

1.89 Acres(Lot)

58 Chesham Drive, Middlebury, CT

Build your dream home in middlebury! don't miss this exceptional opportunity to own nearly 2 acres of prime,... Read More

Pending

Condo For Sale

$522,128

3 Bed
3 Bath
1,950 Sqft

N Benson Road #46, Middlebury, CT

An address that elevates your lifestyle - aberdeen estates at benson woods is a premier 55+ adult community... Read More

Homes For Sale

$649,900

4 Bed
3 Bath
2,950 Sqft
1 Acre(Lot)

1 Chatham Court #1, Middlebury, CT

Discover timeless grace and style in this stunning 4 -bedroom home, nestled in the highly sought-after brookside... Read More

Condo For Sale

$649,900

4 Bed
3 Bath
2,950 Sqft

1 Chatham Court #1, Middlebury, CT

Discover timeless grace and style in this stunning 4 -bedroom home, nestled in the highly sought-after brookside... Read More

Condo For Sale

$550,000

3 Bed
3 Bath
1,882 Sqft

17 Highridge Road #17, Middlebury, CT

Welcome home to this warm and inviting 3-bedroom, 2.5-bathroom townhome, offering just under 1,900 square feet... Read More

Homes For Sale

$785,000

3 Bed
4 Bath
3,374 Sqft
0.71 Acre(Lot)

34 Avalon Drive, Middlebury, CT

Located in a desirable neighborhood setting, this beautifully appointed home offers refined living with the... Read More

Pending

Condo For Sale

$533,416

3 Bed
3 Bath
1,950 Sqft

N Benson Road #49, Middlebury, CT

An address that elevates your lifestyle - aberdeen estates at benson woods is a premier 55+ adult community... Read More

Homes For Sale

$1,475,000

4 Bed
5 Bath
4,910 Sqft
2.69 Acres(Lot)

122 Mirey Dam Road, Middlebury, CT

Welcome to this expansive and exquisitely renovated colonial estate, where timeless charm meets modern luxury.... Read More

Homes For Sale

$495,000

3 Bed
2 Bath
1,428 Sqft
0.3 Acre(Lot)

105 Jericho Road, Middlebury, CT

Welcome to 105 jericho road - a charming home tucked away on a quiet cul-de-sac in the highly sought-after town... Read More

Homes For Sale

$625,000

4 Bed
3 Bath
2,804 Sqft
1.38 Acres(Lot)

61 Stony Brook Road, Middlebury, CT

Welcome to 61 stonybrook road-a spacious and light-filled contemporary ranch nestled on 1.38 wooded acres in a... Read More

Homes For Sale

$1,099,750

4 Bed
4 Bath
3,325 Sqft
1.4048 Acres(Lot)

7 White Birch Lane, Middlebury, CT

Here's your chance to build the home you've always dreamed of at 7 white birch lane, a to-be-built 3,325 sf... Read More

Homes For Sale

$949,500

4 Bed
4 Bath
2,750 Sqft
1.243 Acres(Lot)

4 White Birch Lane, Middlebury, CT

Welcome to 4 white birch lane, a to-be-built, fully customizable 2,750 sf home offering the perfect blend of... Read More

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Middlebury - Statistics and Home Trends

Actives Activity Chart

Homes For Sale By Owner in Middlebury 44

	Average Price
1 Bed Homes For Sale in Middlebury (1)	$ 350,000
2 Bed Homes For Sale in Middlebury (1)	$ 399,000
3 Bed Homes For Sale in Middlebury (20)	$ 615,480
4 Bed Homes For Sale in Middlebury (21)	$ 821,559
5+ Bed Homes For Sale in Middlebury (1)	$ 799,900

AVERAGE PRICE

$ 597,188

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 285

Condos For Sale By Owner in Middlebury 11

	Average Price
2 Bed Condos For Sale in Middlebury (10)	$ 630,550
3 Bed Condos For Sale in Middlebury (1)	$ 589,500

AVERAGE PRICE

$ 600,856

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 299

Townhomes For Sale By Owner in Middlebury 14

	Average Price
3 Bed Townhomes For Sale in Middlebury (14)	$ 542,563

AVERAGE PRICE

$ 593,569

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 253

Land For Sale By Owner in Middlebury 8

	Average Price
Land For Sale in Middlebury (8)	$ 551,141

AVERAGE PRICE

$ 551,141

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ N/A

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Learn More About Middlebury, Connecticut

Currently there are 44 homes for sale, 11 condos and apartments for sale, 8 vacant land for sale and 14 townhomes for sale in Middlebury

Currently Middlebury has 77 properties on the market for sale. The inventory was last updated 06/09/2025. Of these properties, 44 single family homes are for sale by their owners in Middlebury, and 11 condos are for sale by their owners in Middlebury. The average price of the single family homes for sale in Middlebury, is $597,188, the average condo price in Middlebury, is $600,856. The average price per square foot of the active inventory is $209. This is based the living area square footage.

Over the last year, there have been 0 of properties sold in Middlebury. Of these properties, 0 single family homes have sold by their owners in Middlebury, and 0 condos have sold by their owners in Middlebury. The average sales price of the single family homes sold in Middlebury, is $. Single family homes have been selling for per square foot of living area. The average sales price of the condos for sale in Middlebury, is $. Condos have been selling for per square foot of living area.

The most active subdivisions with listings for sale in Middlebury, are:

If you are thinking of selling your Middlebury home, try our flat fee listing service, Our list fees start at $449, and may save you $15,000 in real estate commissions. Click here to start saving.

Disclaimer: Listing broker has attempted to offer accurate data, but buyers/lessees are advised to confirm all information 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, and that data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect Participants and/or the MLS from liability.
This data up-to-date as of 06/09/2025

Middlebury CT FSBO Homes (112)

N Benson Road #52, Middlebury, CT

1 Independence Circle #1, Middlebury, CT

1 Independence Circle #1, Middlebury, CT

N Benson Road #47, Middlebury, CT

18 Deer Run Road, Middlebury, CT

1 Stevens Road, Middlebury, CT

222 Crest Road, Middlebury, CT

190 Bronson Drive, Middlebury, CT

58 Chesham Drive, Middlebury, CT

N Benson Road #46, Middlebury, CT

1 Chatham Court #1, Middlebury, CT

1 Chatham Court #1, Middlebury, CT

17 Highridge Road #17, Middlebury, CT

34 Avalon Drive, Middlebury, CT

N Benson Road #49, Middlebury, CT

122 Mirey Dam Road, Middlebury, CT

105 Jericho Road, Middlebury, CT

61 Stony Brook Road, Middlebury, CT

7 White Birch Lane, Middlebury, CT

4 White Birch Lane, Middlebury, CT

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Middlebury - Statistics and Home Trends

Actives Activity Chart

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

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Learn More About Middlebury, Connecticut

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