157 Baileyville Road, Middlefield, Connecticut

$699,900

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4

Beds

4

Baths

1,871

Square feet

0.53

Acres

About 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.

Features of 157 Baileyville Road

MLS® # 24202689
Price $699,900
Bedrooms 4
Bathrooms 4.00
Full Baths 4
Square Footage 1,871
Acres 0.53
Type Multi-Family For Sale
Sub-Type 2 Family
Style Units on different Floors
Status Coming Soon

Community Information

Address 157 Baileyville Road
Area Lake Beseck
City Middlefield
County Middlesex
State Connecticut
Zip Code 06455

Amenities

Parking Spaces 8
Parking Attached Garage, Paved
# of Garages 4
Is Waterfront Yes
Waterfront Lake
Has Pool No

Interior

Heating Hot Water, Oil
Cooling Ductless
Fireplace No
Has Basement Yes
Basement Full

Exterior

Exterior Vinyl Siding
Lot Description Water View
Roof Asphalt Shingle
Foundation Masonry

School Information

Elementary John Lyman
High Coginchaug Regional

Additional Information

Date Listed August 28th, 2026
Days on Market 10
Zoning HD1
RE / Bank Owned No

Listing Details

OfficeColdwell Banker Realty

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Listing information last updated on September 10th, 2026 at 6:11pm EDT.