Active
4 beds1,871 sqft$374/sqft
157 Baileyville Rd, Middlefield, CT 06455
Est: $4,358/moGet pre-approved
Multi FamilyProperty Type
0.53 acresLot Size
1880Year Built
$374/sq ftPrice per sq ft
8 carsParking Spaces

Description

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...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.

Listing Agent

  1. Steven Joseph

    Steven Joseph

    Listing Agent

    Coldwell Banker Realty

    P: (860) 707-5634

    M: (860) 707-5634

11 days on Market
Last updated: 09/05/2026 08:27 PM • Source: SMARTMLS, MLS#: 24202689

Location

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Payment Calculator

$4,358 per month

30 year fixed, 6.71% Interest

Principal and Interest

$3,617

Property Taxes

$742

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 157 Baileyville Road

Property Details
  • Taxes: $8,898 / year
  • MLS Type: Multi-Family / 2 Family
  • Basement Description: Full
  • Direct Waterfront: Yes
  • Expected Active Date: 08-30-2026
  • Garages Number: 4
  • Neighborhood: Lake Beseck
  • Style: Units on different Floors
  • Garage Parking Info: Attached Garage, Paved
  • Swimming Pool: No
  • Expected On Market Date: 08-30-2026
Building Information
  • Residences: 2
  • Year Built: 1880
  • Lot Size: 0.53 AC / 23,086 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: gps
  • Elementary School: John Lyman
  • High School: Coginchaug Regional
  • Latitude: 41.512877
  • Longitude: -72.727346
  • State: Connecticut
Parking
  • Parking Total Spaces: 8
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2026-June 2027
  • Property Tax: $8,898
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Lake
Interior Features
  • Attic Description: Walk-up
  • Cooling System: Ductless
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Rooms Total: 13
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Masonry
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1880
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1871
Lot Information
  • Lot Description: Water View
  • Parcel Number: 1000709
  • Sq Ft Est Heated Above Grade: 1871.0
  • Sq Ft Total: 1871.0
  • Zoning: HD1
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: 40 Gallon Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner
  • Total Number of Units: 2
  • Total Rooms Multi Family: 13
Unit 1
  • Unit Average Sq Ft: 800
  • Unit Entry Order: 1
  • Unit Full Baths: 1
  • Unit Modified Date: 08-28-2026
  • Unit Num Bedrms: 1
  • Unit Num Rooms: 3
Unit 2
  • Unit Average Sq Ft: 1800
  • Unit Entry Order: 2
  • Unit Full Baths: 2
  • Unit Modified Date: 08-28-2026
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 6
Unit 3
  • Unit Entry Order: 3
  • Unit Full Baths: 1
  • Unit Modified Date: 08-28-2026
  • Unit Num Bedrms: 1
  • Unit Num Rooms: 4

Property History for 157 Baileyville Road

DateEvent & SourcePriceAppreciation
May 20, 2022

Closed (Public Record)

Public Record #1490916741

$400,000
DateEvent & SourcePrice
05/20/2022

Closed (Public Record)

Public Record #1490916741

$400,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 157 Baileyville Road

Taxable ValueLand$103,700Additions$174,700Total$278,400
Tax Record2025$8,296 ($691 / month)
Home Facts
Beds2Baths2Total Finished SqFt1,853 SqFtAbove Grade Finished SqFt1,853 SqFtUnfinished Basement SqFt744 SqFtStories2Lot Size23,087 SqFtStyleSingle Family ResidenceYear Built1880Year Renovated1880ZoningHD1CountyLOWER CONNECTICUT RIVERAPNMFLD M:10 B:10.5 L:9

Schools near 157 Baileyville Road

This home is within Regional School District 13.
Rating
School
Type
Grades
Distance
Public - 2 to 3
Public - 6 to 8
Public - 9 to 12
Public - 4 to 5
Rating
School
Distance
John Lyman School
Public2 to 3

Frank Ward Strong School
Public6 to 8

Coginchaug Regional High School
Public9 to 12

Middlefield Memorial School
Public4 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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157 Baileyville Road is a multi-family home for sale in Middlefield, CT 06455. This property was listed for sale on August 27, 2026 by Coldwell Banker Realty, it's currently listed at $699,900. It has been on the market for a total of 11 days and was last sold on May 20, 2022. This listing's school district is Regional School District 13. Nearby schools include John Lyman School, Frank Ward Strong School and Coginchaug Regional High School. 157 Baileyville Road is a 4-bed, 4-bath, 1,871 sqft multi-family home built in 1880.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.