Middlebury CT FSBO Homes (89)

Sort By

List
Map

We have homes for sale by owner in Middlebury, CT. The median list price in Middlebury, CT is $273,186.

Homes For Sale

$425,000

3 Bed
1 Bath
1,630 Sqft
0.92 Acre(Lot)

225 Whittemore Road, Middlebury, CT

Cozy solid 3 bedroom two bath brick cape with easy access to route 8 and i-84. close to 3 parks and the greenway... Read More

Homes For Sale

$480,000

3 Bed
3 Bath
1,288 Sqft
0.91 Acre(Lot)

1996 Straits Turnpike, Middlebury, CT

Welcome home to this turn key entertainers dream in highly desirable middlebury ct. set far back on a secluded... Read More

Homes For Sale

$649,900

4 Bed
4 Bath
2,882 Sqft
1 Acre(Lot)

39 Independence Circle #39, Middlebury, CT

Set your eyes on this gorgeous home which features 4 bedrooms, 2 full baths & 2 1/2 baths in middlebury! this... Read More

Homes For Sale

$699,900

4 Bed
3 Bath
2,388 Sqft
2.49 Acres(Lot)

100 Fairhaven Drive, Middlebury, CT

Welcome home to this beautiful 4-bedroom, 2.5-bath colonial located at the end of a private cul-de-sac in a... Read More

Pending

Homes For Sale

$449,900

3 Bed
2 Bath
1,242 Sqft
0.46 Acre(Lot)

74 Joy Road, Middlebury, CT

Gorgeous ranch located on a private cul-de-sac in middlebury! this fully updated three bedroom ranch features... Read More

Condo For Sale

$600,000

3 Bed
3 Bath
1,802 Sqft

181 Ridgewood Drive #181, Middlebury, CT

Welcome to 181 ridgewood drive, middlebury - a premier hickory elite end-unit in the award-winning, resort-style... Read More

Condo For Sale

$649,900

4 Bed
4 Bath
2,882 Sqft

39 Independence Circle #39, Middlebury, CT

Set your eyes on this gorgeous home which features 4 bedrooms, 2 full baths & 2 1/2 baths in middlebury! this... Read More

Homes For Sale

$899,950

5 Bed
4 Bath
2,962 Sqft
1.13 Acres(Lot)

171 Judd Hill Road, Middlebury, CT

Welcome to 171 judd hill road, a stunning custom built home with high end finishes throughout, nestled in the... Read More

Homes For Sale

$495,000

3 Bed
3 Bath
2,496 Sqft
0.32 Acre(Lot)

30 Nick Road, Middlebury, CT

Wake up with a smile in this spacious 2-3 bedroom cape style home in a quiet neighborhood. originally built in... Read More

Condo For Sale

$689,900

3 Bed
4 Bath
2,632 Sqft

33 Ridgewood Drive #33, Middlebury, CT

Walls of windows! spectacular, light filled end unit at an award-winning townhome community in middlebury.... Read More

Pending

Homes For Sale

$449,000

3 Bed
2 Bath
1,788 Sqft
0.29 Acre(Lot)

1 Yale Avenue, Middlebury, CT

Charming cape in prime neighborhood location. ideally set just off the middlebury greenway trail, this beautiful... Read More

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

$630,000

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

$630,000

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

Active Under Contract

Condo For Sale

$509,900

3 Bed
3 Bath
1,950 Sqft

N Benson Road #47, Middlebury, CT

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

Pending

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

$524,900

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

Pending

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

Active Under Contract

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

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

First
1
2
3
4
5
Last

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

Statistics Bottom Ads 1

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 07/23/2025. 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 07/23/2025

For Sale By Owner Virginia

Statistics Bottom Ads 2

For Sale By Owner Washington

Statistics Bottom Ads 3

Middlebury CT FSBO Homes (89)

225 Whittemore Road, Middlebury, CT

1996 Straits Turnpike, Middlebury, CT

39 Independence Circle #39, Middlebury, CT

100 Fairhaven Drive, Middlebury, CT

74 Joy Road, Middlebury, CT

181 Ridgewood Drive #181, Middlebury, CT

39 Independence Circle #39, Middlebury, CT

171 Judd Hill Road, Middlebury, CT

30 Nick Road, Middlebury, CT

33 Ridgewood Drive #33, Middlebury, CT

1 Yale Avenue, Middlebury, CT

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

N Benson Road #46, Middlebury, CT

Nearby Cities

Popular Cities

Nearby Counties

Property Types

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

Statistics Bottom Ads 1

Learn More About Middlebury, Connecticut

For Sale By Owner Virginia

Statistics Bottom Ads 2

For Sale By Owner Washington

Statistics Bottom Ads 3

Statistics Bottom Ads 4

YouTube Video