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157 Baileyville Road, 
Middlefield, CT 06455

$699,900


4

Beds


4

Baths


1,871

Sq Ft


Multi-Family

Active

(860) 668-4589

Last updated:

September 2, 2026, 11:48 AM

MLS#

24202689

Source:

CT

Company Logo

About This Home

157 Baileyville Road

Keep your boat in the backyard! Rare opportunity to own a beautifully updated Multi family property with waterfront, exceptional outdoor spaces, and outstanding income potential. Whether you're looking for an owner-occupied investment, multigenerational living, or an income-producing property, this home offers incredible versatility. Recent improvements include a brand-new roof, new siding, a beautifully renovated second floor, and brand-new fencing, giving the property a fresh, updated feel while taking care of many of the major improvements a new owner would typically face. The main two-family residence features beautiful balconies overlooking the lake, creating the perfect setting for morning coffee, outdoor dining, or simply relaxing and enjoying the view. Outside, you'll find a charming courtyard area, landscaped grounds, and inviting spaces for entertaining. Adding tremendous value is the separate four-car garage with a carriage house above, complete with its own beautiful balconies and additional possibilities for living space, guests, a home office, or potential rental income, subject to applicable approvals. With two-family home and a additional carriage house home and four-car garage, multiple balconies, lake views, a private courtyard, and extensive recent renovations, this is a truly unique opportunity to live on the property while generating rental income and building long-term value all while enjoying an incredible lakeside setting.Brand new Metal Dock.

Home Facts

Multi-Family

4 Baths

4 Bedrooms

Built in 1880

Price Summary

699,900

$374 per Sq. Ft.

MLS #:

24202689

Last Updated:

September 2, 2026, 11:48 AM

Added:

7 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

4

Interior

Living Area:

1,871 Sq. Ft.


Structure

Structure

Building Area:

1,871 Sq. Ft.

Year Built:

1880


Lot

Lot Size (Sq. Ft):

23,086


Finances & Disclosures

Finances

Price:

$699,900

Price per Sq. Ft:

$374 per Sq. Ft.

157 Baileyville Road
Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.