1409 Millbrook Road
Middletown, Connecticut 06457
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 2,656
- Acres
- 39.36
- Year Built
- 2005
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Nestled on an extraordinary 39-acre estate with breathtaking panoramic views, this stunning custom log home offers the perfect blend of rustic elegance, modern comfort, and exceptional investment potential. Originally built in 2005 with an addition completed in 2014, the home features 4 bedrooms and 3 full bathrooms. The interior showcases soaring cathedral ceilings, beautiful tile flooring, ceiling fans throughout, and a dramatic two-sided fireplace that serves as a focal point for multiple living areas. German-engineered windows with roll shutters & premium German doors provide exceptional quality. Kitchen features new appliances & an open concept. 2 bedrooms with full bathrooms on the main level offer one-floor living options. The lower level includes 2 oversized garages providing abundant storage, workshop space, and room for recreational equipment. A wood/storage shed adds even more utility. This home is in pristine condition with brand new well, new water heater, and 2 central air units. The property consists of three separately deeded parcels presenting a rare opportunity for future investment, development, or resale. The land features rolling acreage, mature trees, open spaces, and a picturesque man-made pond. Whether you're seeking a private retreat, recreational haven, family compound, or property with investment upside, this one-of-a-kind estate delivers stunning natural beauty, exceptional craftsmanship, and limitless possibilities.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 2005
- Days on Market
- 29 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 2,656 sq ft
- Lot Size
- 39.36 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $13,113 / Annually
Market Snapshot
The Middletown Market
Single Family · trailing 12 months
Active Listings
28
63 under contract
Median List Price
$455,000
28 active listings
Median Closed Price
$400,000
316 sales
Median Days on Market
46
28 active listings
Median $ / Sq Ft
$248
28 active listings
Sale-to-List Ratio
101.9%
316 sales
How this home compares
List Price
$1.29M
vs $455,000 median
2.8× the median
Price / Sq Ft
$488
vs $248 median
96.8% above median
Days on Market
29 days
vs 46 days median
17 days fresher than median
Based on 28 active and 316 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of July 28, 2026.
Location
1409 Millbrook Road, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$6,603
- Property Taxes$1,093
- Insurance$432
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Middletown
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 2005
- New Construction
- No/Resale
- Living Area
- 2,656 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Middletown
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central AirZoned
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedStorageGarage AccessInterior AccessConcrete FloorFull With Hatchway
- Interior Features
- Auto Garage Door OpenerCable - AvailableHumidifierOpen Floor Plan
- Additional Rooms
- Bonus RoomLaundry Room
Exterior & Lot
- Lot Size
- 39.36 acres
- Zoning
- R-60
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Logs
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Underground UtilitiesShedPorchWrap Around DeckDeckGuttersGarden AreaLighting
- Lot Description
- SecludedLightly WoodedTreedBorders Open Space
Listing & Financials
- Property Taxes
- $13,113 / Annually
- Days on Market
- 29
- MLS #
- 24187574
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 5:25 AM UTC.