14 Massasoit Road, Middlefield, CT 06455
OFF MARKET

$565,600

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 2,827 sqft

14 Massasoit Road, Middlefield, CT 06455

Est. Refi. Payment $3,861/mo*
Refinance Your Home
Currently Off Market - Sold Nov 22, 2023 for $412,000

Home Value

Trulia Estimate
$566K
Since last month
Decreased$14K (-2.4%)
Since last year
Decreased$54K (-8.7%)
Since last sale
Increased$152K (+36.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +78% in the last 10 years
MonthEstimated value
2026
August 2026$564K
July 2026$578K
June 2026$588K
May 2026$588K
April 2026$573K
March 2026$581K
February 2026$557K
January 2026$557K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2.69
Multi-Family Home
$420,000
07/29/26
6
3.5
2,174
2.76
Multi-Family Home
$385,000
01/21/26
4
2
1,768
2.87
Multi-Family Home
$508,000
05/15/26
8
3.5
3,393
3.15
Multi-Family Home
$475,000
01/15/26
5
3
2,093
3.13
Multi-Family Home
$420,000
02/13/26
8
4
2,734
3.20
Multi-Family Home
$370,000
09/08/25
5
3
3,702
3.24
Multi-Family Home
$360,000
05/29/26
5
3
2,738
3.36
Multi-Family Home
$445,000
09/25/25
8
3
3,035
3.17
Multi-Family Home
$505,000
12/08/25
9
5
3,000
3.28
Multi-Family Home
$325,000
01/27/26
6
3
2,600

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.02
$303,000
2
1
672
Off Market
0.07
$317,100
2
1
728
Off Market
0.05
$257,700
2
1
800
Off Market
0.07
$357,400
2
1
883
Off Market
0.10
$1,029,600
4
3.5
3,536
Off Market
0.09
$289,900
1
1
780
Recently Sold
0.10
$386,100
3
1.5
1,546
Off Market
0.10
$336,500
2
1
1,258
Off Market
0.12
$282,900
2
1
816
Off Market
0.12
$457,500
2
2
1,440
Off Market
0.17
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 14 Massasoit Road.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1956
Living Area
2,827 sqft
Price/Sqft
$200
Parking
Garage

About this House

Huge price reduction, this won’t last long – cash or hard money only, 20 day close. What an opportunity for a beautiful home, steps to the Lake Beseck Beach. This home is a legal two family property!!!! Check out the virtual walk through in the listing. Not only does the main house boast a beautiful fireplaced living area with hardwood floors with two main floor bedrooms (one bedroom has bonus space and ensuite bath), but the 2nd floor huge main suite (also with its own fireplace) with vaulted ceilings, has grand views over the lake and separate lounge area, dressing room, large soaking tub as well as its own private deck, as well as the 4th bedroom. The separate 3 car garage has a one bedroom one bathroom apartment upstairs, with its own kitchen. This can either be a great supplemental income flow or would allow long term guests to have their own sense of privacy. This will be a great compound for getaways and gatherings. The kitchen is currently located downstairs, however, there is more than enough space to move the kitchen to the main floor, thus creating your own open concept kitchen/living space which steps out to enclosed 3 season porch. Utilize the lower-level walk out with covered patio for gatherings or a summer kitchen for caterers or parties. All offers subject to executor approval. Also listed as single family MLS #170586462.
14 Massasoit Road, Middlefield, CT 06455 is a 5 bedroom, 4 bathroom, 2,827 sqft multi-family built in 1956. It last sold for $412,000 on Nov 22, 2023 (3% above the $399,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $565,600, with a rent estimate of $2,009/month.
Last check for updates: about 2 hours ago
Listed by Douglas E. St. John, (203) 374-0379
New England Realty Assoc LLC, (203) 774-4800
Bought with: Abbey Scott, (203) 376-6821, William Raveis Real Estate, (203) 453-0391
Source: Smart MLS, MLS#170586464

Home Details for 14 Massasoit Road

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 2827 Square Feet
Appliances & Utilities
Appliances: Water Heater, Electric Water Heater
Heating & Cooling
Heating: Baseboard,Electric,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, EnclosedExterior: BalconyFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Detached,Paved,Off Street
Frontage
Waterfront: Lake, Walk to WaterNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2827 Square Feet

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: Other
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1000583

Price & Status

Price
List Price: $399,000
Status Change & Dates
Off Market Date: Mon Oct 02 2023Possession Timing: Immediate

Active Status

MLS Status: Closed

Location

Direction & Address
City: MiddlefieldCommunity: Lake Beseck
School Information
Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Per Board of Ed

Agent Information

Buyer Agent
Buyer Company Name: The One Team At William Raveis Real Estate

Building

Building Area
Building Area: 2827 Square Feet

Community

Community Features: ParkUnits in Building: 2

HOA

No HOA

Lot Information

Lot Area: 10454.4 sqft

Miscellaneous

BasementMls Number: 170586464Attic: NoneWater ViewWater View: WaterAbove Grade Unfinished Area: 2827

Additional Information

Park

Price and Tax history

DateEventPrice
Nov 22, 2023
Source: Smart MLS #170586464
Sold
$412,000
Oct 2, 2023
Source: Smart MLS #170586462
Pending
$399,000
Aug 29, 2023
Source: Smart MLS #170586464
PriceChange
$399,000
Price decreased by 20%
Aug 20, 2023
Source: Smart MLS #170586464
PriceChange
$499,900
Price increased by 11%
Aug 11, 2023
Source: Smart MLS #170586462
PriceChange
$449,900
Price decreased by 10%

Market trends in Middlefield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
9
4
MoM

What Locals Say about Middlefield

At least 15 Trulia users voted on each feature.
  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 93 % Say yards are well-kept

  • 90 % Say it's dog friendly

  • 84 % Say parking is easy

  • 83 % Say people would walk alone at night

  • 81 % Say there's wildlife

  • 76 % Say kids play outside

  • 75 % Say it's quiet

  • 63 % Say neighbors are friendly

  • 58 % Say they plan to stay for at least 5 years

  • 50 % Say there are community events

  • 39 % Say it's walkable to restaurants

  • 19 % Say streets are well-lit

  • 12 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Christina
    "Great area to walk dogs and meet other dogs. We have a dog park as well and lots of walking and hiking trails "
  • Kelican8621
    "Lived here for 7-8 years. Elementary through high school years actually. Great place to grow up and raise a family. The park in the center of town is well maintained and continually is adding additional activities for the community "
  • Mazie123b
    "Middlefield is a great town. Everyone is very friendly and neighborly and it is overall a safe place to live. "
  • Beannbeann
    "Great neighborhood. Every one is friendly. Nice area to take walks. No car traffic. And only a few miles from shopping. "
  • Beannbeann
    "Great area to walk your dog around and there’s a dog park within two miles from this area by the lake"
  • Beannbeann
    "Great small town to raise children. Close to shopping and highways but far enough away that you feel your living in the country. "
  • Beannbeann
    "I’ve lived in this neighborhood for 18 years now and it’s great. Friendly neighbors. Houses are close enough to walk from house to house but most properties are at least a half acre or more. Great area for kids to grow up in. "
  • Mazie B.
    "People are constantly walking their dogs around the neighborhood. There are no sidewalks, but there are plenty of nice, quiet, open streets. "
  • Debi W.
    "Lived here almost all my life - love small-town living! You can always count on your neighbors to be there for you. Quiet and tranquil - but close to big cities!"
  • Lisareed2018
    "My family has lived in this town for more than 100 years. I love this little town. Good schools, great homeownership ratio, nice homes with good sized yards, skiing, recreation, nestled in the country, but close enough to cities, too! "

LGBTQ Local Legal Protections

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 14 Massasoit Road

  • What is 14 Massasoit Road estimated to be worth?
    Trulia's estimated value for 14 Massasoit Road in Middlefield, CT is $565,600.
  • What is the price history for 14 Massasoit Road?
    14 Massasoit Road in Middlefield, CT last sold for $412,000 in November 2023.
  • Is Middlefield a buyer's or seller's market?
    Middlefield is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Middlefield?
    Residents describe Middlefield, CT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Middlefield, CT.
  • Does 14 Massasoit Road have air conditioning?
    Yes, 14 Massasoit Road in Middlefield, CT has air conditioning.
  • Is there a virtual tour of 14 Massasoit Road?
    Yes, a virtual tour of 14 Massasoit Road in Middlefield, CT is available.

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