Home Homes for Sale Middlefield, CT 157 Baileyville Road

157 Baileyville Road, Middlefield, CT 06455

Multi-Family For Sale · 2 Family

$699,900
$374/sqft
157 Baileyville Road, Middlefield, CT
Coming Soon
Photo 2
4
Bedrooms
4
Bathrooms
1,871
Sq Ft
0.53
Acres
1880
Year Built

About This Home

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.

Listed by Steven Joseph (860) 707-5634 with Coldwell Banker Realty (860) 668-4589

Listing Snapshot

Price $699,900 Days on Our Site 0 days
Property Tax $8,898/yr Style Units on different Floors
Year Built 1880 Total Sq Ft 1,871
Lot Size 0.53 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 4
Total Rooms 13 Half Baths 0

Key Features

Outdoor
  • Lake

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 4
Garage Type Attached Garage, Paved

Systems & Utilities

Heat Hot Water
Fuel Oil
Cooling Ductless
Hot Water 40 Gallon Tank
Water Public Water Connected
Sewer Public Sewer Connected

Schools

Elem John Lyman
High Coginchaug Regional

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $742/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Aug 27, 2026 Listed $699,900

Frequently Asked Questions

How much does 157 Baileyville Road in Middlefield, CT cost?
This property is listed at $699,900, which works out to $374 per square foot.
How many bedrooms does 157 Baileyville Road have?
This home has 4 bedrooms and 4 bathrooms.
What is the square footage of 157 Baileyville Road?
The home is 1,871 square feet, situated on 0.53 acres.
When was 157 Baileyville Road in Middlefield built?
This property was built in 1880.
Is 157 Baileyville Road, Middlefield, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 157 Baileyville Road, Middlefield in?
This home is served by the Middlefield public school system, with John Lyman as the elementary school and Coginchaug Regional as the high school.
How do I schedule a tour of 157 Baileyville Road, Middlefield, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Steven Joseph · (860) 707-5634

Coldwell Banker Realty · (860) 668-4589

MLS# 24202689 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Aug 28, 2026 3:22 AM UTC