143 Ironwood Road
Guilford, Connecticut 06437
- Beds
- 5
- Baths
- 4 | 2
- SqFt
- 6,700
- Acres
- 1.84
- Year Built
- 2000
- 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
Experience exceptional luxury living in this impressive 6,700 SF stucco Colonial in The Woodlands, one of the area's most desirable subdivisions. The remodeled kitchen features custom cabinetry, large island, Cambria quartz countertops, high-end appliances, travertine flooring and walk-in pantry. 9-foot ceilings, hardwood floors, extensive millwork, crown molding, built-ins, transom windows and integrated speakers enhance the interior. A main-level office with built-in bookcases provides an ideal work-from-home space. The mudroom features custom built-ins and convenient access to the 3-car garage and side entrance. The living and dining rooms share a through-and-through wood-burning fireplace. French doors open to a covered, columned patio with bluestone flooring. The spectacular two-story family room features a wood-burning fireplace, custom millwork, built-in wet bar and French doors to a private backyard oasis. Enjoy a heated gunite pool w/waterfall feature, 7-person hot tub, playscape and expansive level yard ideal for entertaining. Five bedrooms occupy the second floor, including the master suite w/hardwood floor, wood-burning fireplace, private balcony, walk-in closet with built-ins and spa-inspired bath w/glass-enclosed steam shower and BainUltra jetted tub for two. Two additional full baths, loft library overlooking the family room, and convenient laundry complete this level. A finished walk-up attic offers a private en-suite retreat with full bath and kitchenette.
Key Facts
- City/Town
- Guilford
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2000
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 4 full · 2 half
- Living Area
- 6,700 sq ft
- Lot Size
- 1.84 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $24,695 / Annually
Market Snapshot
The Guilford Market
Single Family · trailing 12 months
Active Listings
41
31 under contract
Median List Price
$799,000
41 active listings
Median Closed Price
$655,000
211 sales
Median Days on Market
48
41 active listings
Median $ / Sq Ft
$351
41 active listings
Sale-to-List Ratio
100.8%
211 sales
How this home compares
List Price
$2.38M
vs $799,000 median
3.0× the median
Price / Sq Ft
$354
vs $351 median
In line with median
Days on Market
0 days
vs 48 days median
48 days fresher than median
Based on 41 active and 211 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of October 15, 2026.
Location
143 Ironwood Road, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$13,155
- Property Taxes$2,058
- Insurance$792
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Guilford
- Neighborhood
- N/A
- County
- New Haven
- Subdivision
- The Woodlands
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2000
- New Construction
- No/Resale
- Living Area
- 6,700 sq ft
Schools
- Elementary
- Calvin Leete
- Middle
- Baldwin
- High
- Guilford
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Upper Level
- Laundry Location
- Second floor. Washer/Dryer included.
- Appliances
- Gas CooktopOven/RangeMicrowaveRefrigeratorDishwasherWasherDryerWine Chiller
- Basement
- FullPartially FinishedFull With Hatchway
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - AvailableCentral VacuumOpen Floor PlanSecurity System
- Additional Rooms
- Bonus RoomFoyerGymMud RoomWorkshop
Exterior & Lot
- Lot Size
- 1.84 acres
- Zoning
- OSDI
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- GuniteHeatedSalt WaterIn Ground Pool
- Construction
- Stucco
- Roof
- Shingle
- Foundation
- Concrete
- Exterior Features
- GrillPorchLightingHot TubCovered DeckPatio
- Lot Description
- Fence - PartialIn SubdivisionLightly WoodedLevel LotOn Cul-De-SacProfessionally Landscaped
Listing & Financials
- Property Taxes
- $24,695 / Annually
- Days on Market
- 0
- MLS #
- 24214252
- MLS Status
- Coming Soon
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 10/15/2026. 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 10/15/2026 at 8:30 AM UTC.