285 Old Whitfield St

Guilford, CT 06437

$925,000
Price
3
Beds
1,884 Sq. Ft.
$491 / Sq. Ft.
1,884
Sq. Ft.
$491
per Sq. Ft.
Coming Soon
Coming Soon
WELCOME HOME... beautifully restored circa 1900 gem has been completely updated from top to bottom, blending historic charm with modern comfort.
Aerial photo shows the home's proximity from the historic Town Green.
Aerial photo revealing the home's ideal location just steps from the train station, marina & docks, and town beach...
A spacious covered porch greets you upon entry. With two ceiling fans, it's an ideal spot to relax, unwind, and watch the world go by.
Features include 9-foot ceilings, recessed lighting, including a Restoration Hardware lighting fixture above the dining area.
A beautiful exposed beam, along with a generous open space ideal for dining, relaxing, and entertaining.
NOTE: Home is sold fully furnished, with all items conveying excluding the Louis Vuitton suitcase table as well as some personal belongings. Please inquire with the Listing Agent.
The kitchen showcases high-end Fisher & Paykel appliances, natural stone countertops, an island with a large farm sink, and cabinetry featuring dovetail construction and soft-close hardware.
Appliances include a dual-drawer dishwasher and a 5-burner gas cooktop with hood.
A designer-tiled backsplash adds style, while the island offers additional seating and extra storage space.
Just past the kitchen, custom built-ins enhance the space with a pantry, breakfast/dry bar, and a temperature-controlled wine cellar.
The breakfast/dry bar showcases floating shelves, custom cabinetry, and a shiplap wall. The wine enthusiast will love the custom designed wine cellar. Glass slider provides access to the fully fenced backyard.
Slider opens to a stone patio with a built-in fire pit, a level yard, and privacy fencing. Convenient access to the 2-car garage and driveway gate.
Powder room/half bath on main level, also with bamboo flooring, and a large linen closet.
Enjoy a spacious master bedroom with high cathedral ceilings, private balcony, full bath, and a walk-in closet with built-ins.
You own large balcony off the master suite; ideal for relaxing or watching the annual 4th of July fireworks display right from your home!
Master bedroom also features bamboo flooring. Barn door opens to the master bath.
The master bath offers elegant tile floors, a dual-sink vanity, and a walk-in shower with marble surround and glass enclosure.
Master bath with a dual sink vanity.
Bedroom #2 ~ bamboo flooring
Bedroom #3 ~ bamboo flooring
A second full bath serves the secondary bedrooms and features a tile floor, combination tub/shower, and open shelving for convenient storage
Lovely designer tile, combination tub/shower with tile surround, and rustic wood panel wall accent.
Office space shown at left, while the bedrooms are on the right, with the master suite at far end of hallway
An open office area designed for today's work-from-home lifestyle, featuring a lovely reclaimed-wood accent wall for added charm.
Ladder in office leads to the upper level loft. NOTE: the space behind ladder wall houses the washer and dryer.
The loft area off the open office provides a charming nook-perfect for kids' sleepovers or additional storage.
Two-car detached garage features high ceilings and electric door openers-ideal for parking, storage, or a workshop.
This home sits on a level .15-acre lot with full fencing creating a perfect setting for summer fun, gardening, and outdoor gatherings.
Relax on the stone patio with built-in fire pit; ideal for cocktails by the fire or a classic s'mores night!
Convenitely located down the street from the historic town center. The Guilford Green offers a vibrant setting with restaurants, boutiques, coffee shops, and more!
Only about a one-third-mile stroll to the Guilford Green, where boutique shops, cafes, and local restaurants create the perfect small-town atmosphere.
Just a short stroll to the charming town beach; perfect for morning walks, sunset views, sunbathing & swimming, and year-round relaxation.
For those looking for a social scene, the nearby Guilford Yacht Club is a good option; offering floating docks (for boat owners), swimming pool with showers, tennis, and a club house.
Just steps from the commuter rail; perfect for daily commute to work or visiting guests.
Enter into a light-filled, open floor plan featuring beautiful bamboo flooring that extends seamlessly across both levels.
FLOOR PLAN ~ main level
FLOOR PLAN ~ second level
FLOOR PLAN ~ upper level/loft
FLOOR PLAN ~ lower level/basement

Description

Beautifully rebuilt circa 1900 farmhouse offering the perfect blend of character and modern convenience. This light-filled home features an open floor plan with 9' ceilings, central air, bamboo flooring, and updated lighting throughout. A large covered front porch welcomes you into the living and dining area, seamlessly connected to the kitchen. The kitchen provides a center island with farm sink, stone countertops, Fisher & Paykel appliances, and custom soft-close cabinetry w/dovetail design. Thoughtful...Beautifully rebuilt circa 1900 farmhouse offering the perfect blend of character and modern convenience. This light-filled home features an open floor plan with 9' ceilings, central air, bamboo flooring, and updated lighting throughout. A large covered front porch welcomes you into the living and dining area, seamlessly connected to the kitchen. The kitchen provides a center island with farm sink, stone countertops, Fisher & Paykel appliances, and custom soft-close cabinetry w/dovetail design. Thoughtful built-ins include a dry bar, floating shelves, pantry, and a temperature-controlled wine cellar; perfect for the enthusiast. A powder room with a large storage closet completes the main level. Upstairs, the master suite features a walk-in closet with built-ins, a full bath with barn-door entry, and a private balcony. Two additional bedrooms, a full bath with tub/shower combination, an open office area, and a convenient laundry space complete the second floor. A ladder in the office leads to a cozy loft; ideal for extra guest space or additional storage. Glass sliders open to a fenced in level yard with a stone patio, built-in fire pit and access to the detached two-car garage. Conveniently located just steps from Guilford's vibrant town center, train station, yacht club, marina and town beach. This truly turn-key home is being offered fully furnished, making it ready to enjoy immediately. Perfect for year-round living, vacation or weekend getaway or as in investment property.
  1. Listed by Rose Ciardiello • William Raveis Real Estate
    P: (203)-314-6269 C: (203)-314-6269 rose.ciardiello@raveis.com

Property Details for 285 Old Whitfield Street

Basement Description
Full, Unfinished, Sump Pump, Storage, Concrete Floor
Direct Waterfront
No
Expected Active Date
02-06-2026
Garages Number
2
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Detached Garage
Swimming Pool
No
LISTING UPDATED: 01/27/2026 02:52 PM

Property Details for 285 Old Whitfield Street

StatusComing Soon
MLS #24142906
Days on Market-
Taxes$11,714 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1900
Lot Size0.15 AC / 6,534 SF
CountyNew Haven County

Location

Listing Courtesy of William Raveis Real Estate, Rose Ciardiello
Add your commute

Building Information for 285 Old Whitfield Street

Stories-Year Built1900Building Size-Lot Size0.15 AC / 6,534 SF

Payment Calculator

$5,484 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,508

Property Taxes

$976

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 285 Old Whitfield Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: From the Guilford Green, take Whitfield Street to Old Whitfield Street to #285 (look for Raveis sign)
  • Elementary School: Calvin Leete
  • Flood Zone: No
  • High School: Guilford
  • Intermediate School: Baldwin
  • Latitude: 41.27649
  • Longitude: -72.675365
  • Middle Jr High School: Adams
  • Neighborhood Amenities: Basketball Court, Health Club, Library, Medical Facilities, Park, Playground/Tot Lot
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $11,714
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Covered Deck, Patio
  • Waterfront Description: Walk to Water
Interior Features
  • Appliances Included: Gas Cooktop, Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Finished, Floored, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan
  • Laundry Room Info: Upper Level
  • Laundry Room Location: laundry closet with stackable W/D
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Beams,Combination Liv/Din Rm,Hardwood Floor
  • Room Length: 29.2
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 11.5
Room 2
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Beams,Combination Liv/Din Rm,Hardwood Floor
  • Room Length: 13.8
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 11.1
Room 3
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Dry Bar,Island,Pantry,Patio/Terrace,Hardwood Floor
  • Room Length: 15.6
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.1
Room 4
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Breakfast Bar,Built-Ins,Pantry,Sliders,Hardwood Floor
  • Room Length: 12.1
  • Room Level: Main
  • Room Type: Other
  • Room Width: 7.1
Room 5
  • Listing Key: 44FA2BDEBF41127CE063E201100AD201
  • Room Entry Order: 5
  • Room Features: Cathedral Ceiling,Balcony/Deck,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 14.5
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 14.3
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Length: 11.1
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 10.3
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 8.6
Room 8
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Length: 9.0
  • Room Level: Upper
  • Room Type: Office
  • Room Width: 7.1
Room 9
  • Listing Key: 44FA2BDEBF41127CE063E201100AD201
  • Room Entry Order: 9
  • Room Features: Vaulted Ceiling,Wall/Wall Carpet,On 3rd Floor
  • Room Length: 19.6
  • Room Level: Other
  • Room Type: Loft
  • Room Width: 11.6
Property
Property and Assessments
  • Color: white
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Stone
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1900
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1884
Lot Information
  • Lot Description: Fence - Privacy, Fence - Full, Level Lot
  • Parcel Number: 1119059
  • Sq Ft Est Heated Above Grade: 1884.0
  • Sq Ft Total: 1884.0
  • Zoning: R-3
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Electric, 40 Gallon Tank
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Public Records for 285 Old Whitfield Street

Taxable ValueLand$153,300Additions$270,340Total$423,640
Tax Record2023$11,260 ($938 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt1,884 SqFtAbove Grade Finished SqFt1,884 SqFtUnfinished Basement SqFt750 SqFtStories2Lot Size6,534 SqFtStyleSingle Family ResidenceYear Built1900Year Renovated2001ZoningR-3CountyNEW HAVENAPNGUIL M:33026

Schools near 285 Old Whitfield Street

This home is within Guilford School District.
Rating
School
Type
Grades
Distance
A. Baldwin Middle School
Public - 5 to 6
E. C. Adams Middle School
Public - 7 to 8
Guilford High School
Public - 9 to 12
Calvin Leete School
Public - K to 4
Rating
School
Distance
A. Baldwin Middle School
Public5 to 6

E. C. Adams Middle School
Public7 to 8

Guilford High School
Public9 to 12

Calvin Leete School
PublicK to 4

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 285 Old Whitfield Street, Guilford, CT 06437

285 Old Whitfield Street is a single family home Coming Soon in Guilford, CT 06437. This property is currently priced at $925,000. This listing's school district is Guilford School District. Nearby schools include A. Baldwin Middle School, E. C. Adams Middle School and Guilford High School. 285 Old Whitfield Street is a 3-bed, 3-bath, 1,884 sqft single family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Rose Ciardiello

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.