Regent Wood homes rarely come to market, and once you see this one, you'll understand why buyers wait years for a chance like this. As the largest home in this maintenance free subdivision at just over 5,100 total square feet, and the only one with a 3 car attached garage, 22 Regent Wood Rd stands apart even within a community known for quality. Tucked at the back of a peaceful cul-de-sac and wrapped in wooded privacy, the setting sets the tone before you even step inside, especially in the sunroom, a glass roofed, atrium style retreat with slate tile underfoot and windows on nearly every side framing mature trees and glimpses of the pond and its lily pads beyond. The living room makes its own impression, with soaring vaulted ceilings, a statement crystal chandelier, and a classic fireplace flanked by arched, transom topped doorways, with the sunroom opening off one side and black and white checkerboard tile carrying through the space on the other, giving the home real personality from the moment you walk in. The kitchen was built for function first, with glossy white cabinetry curving around a black granite topped island and perimeter counters, a built in double wall oven, and a sunny window over the sink looking straight into the trees. The first floor primary suite offers true single level convenience with a walk in closet and full en suite bath, while the private office just off the foyer pairs a bay window over the front grounds with a full wall of custom cherry wood built ins, ideal for a serious home library, office, or both. Upstairs, a loft style hallway open to the floor below leads to two generously sized bedrooms, each with its own full bathroom and walk in closet, a smart and private layout for family or guests, with playful dutch doors along the way that open from both the top and bottom. The fully finished basement nearly doubles the home's living space, anchored by a large recreation room and flanked by an exercise room, a second office, and a full wet bar built for hosting, along with a full bathroom featuring a steam shower and two separate storage rooms. This home has been genuinely cared for, not just maintained, and it's ready for its next owners to make it their own, offering low maintenance living without compromising on space, character, or privacy, whether that means more time in the sunroom watching the pond or hosting friends at the basement bar instead of running errands on a Saturday. Northfield's location adds to the appeal, with easy access to top rated schools, Metra service into the city, shopping, dining, and the North Shore lifestyle that draws people to this pocket of Chicagoland. Homes like this in Regent Wood simply do not come around, and this is a rare chance to own the largest, most distinctive home in the community, quietly tucked away and truly ready for its next chapter.
Single-familyProperty Type
1989Year Built
5,619 sq ftLot Size
$378Price/Sq.Ft.
$775/moHOA Dues
3 car garageParking
Listed by Justin Greenberg• Jameson Sotheby's International Realty
North Shore, located between Evanston and Lake Forest, is a residential and lakeside Chicago neighborhood with leafy ravines and a shoreline park system. The neighborhood’s character concentrates around the Metra stations and village centers along Green Bay Road, where independent cafes, bookstores, and small galleries line walkable blocks. Writers Theatre and the North Shore Center for the Performing Arts anchor the cultural calendar, while the Chicago Botanic Garden sets a seasonal rhythm just beyond the lakefront. Streets of brick Colonials, Tudors, and mid-century homes sit behind mature trees and stone walls. Lake Michigan beaches and the Green Bay Trail shape daily routines with long, linear outdoor corridors. Commuter rail and lakefront drives connect the area to downtown without changing its quiet, curated pace.
Provided by Walk Score and Local Logic
Market insights
22 Regent Wood Rd · $1,350,000
SALE-TO-LIST
100.6%
Most homes are selling 1% above list price.
LIST PRICE
$1,350,000
Median sale price in this area is $413,643. (69% lower than this home)
PRICE DROP
0 price drops
14% of homes in this area have had a price drop in the past month.
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Interior features
First-floor bedroom and first-floor full bath
Built-in features and bookcases
Walk-in closets
Skylights
Finished full basement
Bedrooms
3 bedrooms (primary on main level)
Additional loft on second level
Bathrooms
4 full bathrooms
1 half bathroom
Primary bath with double sink, whirlpool and separate shower
Basement bathroom included
Kitchen
Double oven
Range
Dishwasher
Refrigerator
Disposal
Indoor grill
Kitchen with eating area/table space
Laundry & utility
Main-level laundry, in-unit
Washer and dryer included
Multiple water heaters (one gas)
Flooring
Carpet in many bedrooms, living room, loft, and recreation room
Tile in kitchen, dining room, eating area, and bar/entertainment area
Other flooring in study and foyer
Heating & cooling
Natural gas heating, forced air
Two or more separate heating systems with zoning
Central air conditioning
Exterior features
Patio
Channel-front lot with pond view
Common grounds
Cul-de-sac location
Landscaped and wooded yard; backs to trees/woods
Street is paved
Home design
Detached single-family home
Two stories
Fee simple ownership in an association
Approximate total finished area about 4,921 sq ft (per assessor)
Parking
Attached garage (owned) with 3 garage spaces
Heated garage with garage door opener
Brick driveway
Security
Security system included
Construction
Brick construction
Shake roof
Concrete perimeter foundation
Built approximately 31–40 years ago
Utilities
Lake Michigan water source
Public sewer
400 amp (or greater) electrical service with circuit breakers
Sump pump
Generator
Air purifier
HOA & community
Monthly association fee of $775
Association covers insurance, lawn care, and snow removal
Master association fee not required
Community features: lake access
Other
Homeowner tax exemption
Electricity and solar
View estimated energy costs and solar savings for this home