203 Sugar Maple Way #203
Middlebury, Connecticut 06762
- Beds
- 2
- Baths
- 2 | 1
- SqFt
- 2,442
- Year Built
- 2006
- Property Type
- Condo
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Experience maintenance-free living at its finest in Benson Woods, a premier 55+ community in Middlebury. This townhome features an open, main-level layout highlighted by a sun-drenched great room with soaring ceilings, hardwood floors, and a natural gas fireplace. The eat-in kitchen comes well-appointed with rich wood cabinetry, granite countertops, and stainless steel appliances. Retreat to the main-floor primary suite, complete with tray ceiling, dual walk-in closets, and a spa-like bath featuring dual sinks, makeup vanity, and a walk-in shower. A versatile den, half bath, laundry room, and access to the attached two-car garage complete the main level. Upstairs, a spacious loft with a private balcony overlooks the great room, alongside a second bedroom, huge closet, and full bath. The expansive, unfinished basement offers ample ceiling height, natural light, yard-access walk up hatch, active radon mitigation system, and rough-in plumbing for a future bathroom.
Key Facts
- City/Town
- Middlebury
- Neighborhood
- N/A
- Property / Style
- Condo · Townhouse
- Year Built
- 2006
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 2 full · 1 half
- Living Area
- 2,442 sq ft
- Garage / Parking
- 2 garage · 3 total
- Property Taxes
- $9,135 / Annually
- HOA Fee
- $600 / Monthly
Market Snapshot
The Middlebury Market
Condo · trailing 12 months
Active Listings
4
26 under contract
Median List Price
$552,500
4 active listings
Median Closed Price
$567,250
32 sales
Median Days on Market
29
4 active listings
Median $ / Sq Ft
$231
4 active listings
Sale-to-List Ratio
100.0%
32 sales
How this home compares
List Price
$589,900
vs $552,500 median
6.8% above median
Price / Sq Ft
$242
vs $231 median
In line with median
Days on Market
0 days
vs 29 days median
29 days fresher than median
Based on 4 active and 32 closed sales (trailing 12 mo) of condo in Middlebury. Source: SmartMLS · As of October 20, 2026.
Location
203 Sugar Maple Way #203, Middlebury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$3,267
- Property Taxes$761
- Insurance$197
- HOA$600
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Middlebury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Condo
- Subtype
- Condominium
- Style
- Townhouse
- Year Built
- 2006
- New Construction
- No/Resale
- Living Area
- 2,442 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Gas RangeMicrowaveRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullUnfinishedStorageHatchway AccessInterior AccessConcrete FloorFull With Hatchway
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - Pre-wiredSecurity System
- Additional Rooms
- FoyerLaundry Room
Exterior & Lot
- Zoning
- PRD
- Garage / Parking
- 2 garage spaces3 total parking spacesAttached GarageOff Street ParkingDriveway
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Hardie Board
- Exterior Features
- Underground UtilitiesSidewalkPorchDeckGuttersLightingStone WallUnderground Sprinkler
- Lot Description
- Sloping Lot
HOA / Association
- Fee
- $600 / Monthly
Listing & Financials
- Property Taxes
- $9,135 / Annually
- Days on Market
- 0
- MLS #
- 24213697
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/20/2026. 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 10/20/2026 at 12:05 PM UTC.