244 Pine Orchard Road
Branford, Connecticut 06405
- Beds
- 5
- Baths
- 5 | 2
- SqFt
- 6,075
- Acres
- 0.93
- Year Built
- 2019
- Neighborhood
- Pine Orchard
- 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
A hand-laid stone wall greets you at the entrance to this stately Pine Orchard residence, setting the tone for everything that lies beyond. Nestled within one of Branford's most coveted coastal enclaves, this architectural masterpiece redefines luxury living. Exquisitely crafted and recently built, the 6,075-square-foot custom home offers five-bedrooms and five full baths - each space thoughtfully designed with both beauty and function in mind. At the heart of the home, a kitchen of sleek, refined sophistication features high-end appliances and a generous island that anchors the space beautifully. It opens seamlessly to a dedicated dining area and expansive living spaces, creating a natural flow that is as inviting as it is elegant. Distinctive enclosed porches and multiple balconies extend the living areas outward, framing views of lush grounds and the gentle breezes of Long Island Sound - perfect for outdoor dining and quiet moments alike. Also on the main level, the primary bedroom suite is a luxurious retreat unto itself, offering a serene escape with a beautifully appointed private bath and gas fireplace. Above the the 3 car garage, a private apartment with its own separate entrance provides a haven for guests or extended family, a thoughtful touch that speaks to the home's exceptional versatility. The grounds, just shy of an acre features a beautiful inground pool and manicured landscapes.
Key Facts
- City/Town
- Branford
- Neighborhood
- Pine Orchard
- Property / Style
- Single Family · Contemporary
- Year Built
- 2019
- Days on Market
- 30 days
- Beds
- 5
- Baths
- 5 full · 2 half
- Living Area
- 6,075 sq ft
- Lot Size
- 0.93 acres
- Garage / Parking
- 3 garage · 6 total
- Property Taxes
- $46,523 / Annually
- HOA Fee
- $185 / Annually
Market Snapshot
The Branford Market
Single Family · trailing 12 months
Active Listings
40
26 under contract
Median List Price
$747,000
40 active listings
Median Closed Price
$615,000
171 sales
Median Days on Market
45
40 active listings
Median $ / Sq Ft
$382
40 active listings
Sale-to-List Ratio
100.0%
171 sales
How this home compares
List Price
$2.90M
vs $747,000 median
3.9× the median
Price / Sq Ft
$477
vs $382 median
24.9% above median
Days on Market
30 days
vs 45 days median
15 days fresher than median
Based on 40 active and 171 closed sales (trailing 12 mo) of single family in Branford. Source: SmartMLS · As of July 27, 2026.
Location
244 Pine Orchard Road, Branford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$14,781
- Property Taxes$3,877
- Insurance$966
- HOA$15
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Branford
- Neighborhood
- Pine Orchard
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Contemporary
- Year Built
- 2019
- New Construction
- No/Resale
- Living Area
- 6,075 sq ft
Schools
- Elementary
- Mary R. Tisko
- High
- Branford
Interior
- Heating
- Radiant
- Heat Fuel
- Gas In Street
- Cooling
- Central AirDuctlessSplit SystemZoned
- Fireplaces
- 2
- Laundry Location
- 1st Floor Centralized
- Appliances
- Gas CooktopConvection OvenMicrowaveRange HoodSubzeroDishwasherDisposalInstant Hot Water TapWasherDryerWine Chiller
- Basement
- FullHeatedSump PumpStorageFully FinishedCooledInterior Access
- In-Law Apartment
- YesOver GarageSeparate Entry
- Interior Features
- Audio SystemCentral VacuumOpen Floor PlanSecurity System
- Additional Rooms
- Bonus RoomLaundry RoomWine Cellar
- Accessibility
- Accessible Bath,Bath Grab Bars
Exterior & Lot
- Lot Size
- 0.93 acres
- Zoning
- AA1
- Garage / Parking
- 3 garage spaces6 total parking spacesAttached GarageDrivewayPrivateCircularCrushed Stone
- Waterfront Details
- Walk to WaterBeach RightsAssociation RequiredView
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Pool
- GuniteIn Ground Pool
- Construction
- Hardie Board
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-Wrap AroundPorch-EnclosedWrap Around DeckGuest HouseFrench DoorsPatioBalconyPorchGarden AreaStone WallUnderground Sprinkler
- Lot Description
- Level LotProfessionally Landscaped
HOA / Association
- Fee
- $185 / Annually
Listing & Financials
- Property Taxes
- $46,523 / Annually
- Days on Market
- 30
- MLS #
- 24187111
- MLS Status
- Under Contract
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Co-Listed By
Steve Sinapis
William Raveis Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 6:10 PM UTC.