37 Jenny Lane #2
Oxford, Connecticut 06478
Reduced from $999,990
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,138
- Acres
- 3.81
- Year Built
- 1995
- Neighborhood
- Chestnut Tree Hill
- 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
Welcome to your own private sanctuary. Nestled on a stunning lot with a large private pond, launch a canoe, kayak or pedal board directly from your backyard and spend your days gliding across the calm glistening waters. Enjoy morning coffee on the freshly refinished deck while taking in breathtaking views of your own private pond sanctuary. Inside, brand new hardwood floors grace the second floor, basement, and a stunning custom chevron patterned Great Room. The first floor floors are fully refinished. The kitchen features custom cherrywood cabinetry, wet bar, a new quartz island countertop, fresh cabinet hardware, and custom Roman shades carried through to the dining area. Custom wood trim, molding, and tray ceilings elevate the primary bedroom and dining room, while a custom frame surround the brand new Heat and Glow gas fireplace beneath a striking new chandelier in the Great Room. Surround sound runs throughout the main level, perfect for entertaining. A natural gas whole house generator adds peace of mind year round. A first floor bedroom is perfect as a home office or in law setup. The large detached garage upper level offers incredible potential to be finished as an in law suite or private apartment. Additional updates include new GE Profile washer and dryer, ADT security system with Nest cameras, new exterior lighting, radon remediation system and newly painted interior. This is not just a home. It is a lifestyle. Private. Peaceful. Perfected.
Key Facts
- City/Town
- Oxford
- Neighborhood
- Chestnut Tree Hill
- Property / Style
- Single Family · Colonial
- Year Built
- 1995
- Days on Market
- 29 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 3,138 sq ft
- Lot Size
- 3.81 acres
- Garage / Parking
- 5 garage · 10 total
- Property Taxes
- $9,941 / Annually
Market Snapshot
The Oxford Market
Single Family · trailing 12 months
Active Listings
22
20 under contract
Median List Price
$694,000
22 active listings
Median Closed Price
$590,000
103 sales
Median Days on Market
40
22 active listings
Median $ / Sq Ft
$254
22 active listings
Sale-to-List Ratio
100.0%
103 sales
How this home compares
List Price
$950,000
vs $694,000 median
36.9% above median
Price / Sq Ft
$303
vs $254 median
19.3% above median
Days on Market
29 days
vs 40 days median
11 days fresher than median
Based on 22 active and 103 closed sales (trailing 12 mo) of single family in Oxford. Source: SmartMLS · As of July 28, 2026.
Location
37 Jenny Lane #2, Oxford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,844
- Property Taxes$828
- Insurance$317
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Oxford
- Neighborhood
- Chestnut Tree Hill
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1995
- New Construction
- No/Resale
- Living Area
- 3,138 sq ft
Schools
- Elementary
- Quaker Farms School
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Attic FanCeiling FansCentral Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- located in finished basement
- Appliances
- Electric RangeMicrowaveRefrigeratorFreezerIcemakerDishwasherDisposalCompactorWasherGas Dryer
- Basement
- PartialFully FinishedGarage AccessCooledWalk-outLiveable Space
- In-Law Apartment
- PossibleFirst FloorOver Garage
- Interior Features
- Audio SystemCentral VacuumIntercomOpen Floor PlanSecurity System
- Accessibility
- Hallways 36+ Inches Wide
Exterior & Lot
- Lot Size
- 3.81 acres
- Zoning
- RESA
- Garage / Parking
- 5 garage spaces10 total parking spacesAttached GarageDetached GarageUnder House GaragePavedDrivewayPrivatePavedAsphalt
- Waterfront
- Direct waterfront
- Waterfront Details
- PondWalk to WaterDock or MooringViewAccess
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GazeboPorchDeckLightingCovered DeckPatio
- Lot Description
- Corner LotSome WetlandsTreedSloping LotProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $9,941 / Annually
- Days on Market
- 29
- MLS #
- 24187521
- MLS Status
- Under Contract - Continue to Show
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Nicole Fiorelli
Fiorelli Realty, LLC
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 6:55 AM UTC.