660 Prospect Ave, Winnetka, IL 60093
Property image
Property image
OFF MARKET

$8,208,900

Trulia Estimate
  • 6 Beds
  • 6.5 Baths
  • 7,798 sqft (on 0.71 acres)

660 Prospect Ave, Winnetka, IL 60093

Est. Refi. Payment $57,865/mo*
Refinance Your Home
Currently Off Market - Sold Aug 28, 2024 for $8,500,000

Home Value

Trulia Estimate
$8.21M
Since last month
Decreased$316K (-3.7%)
Since last year
Decreased$588K (-6.7%)
Since last sale
Decreased$291K (-3.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +218% in the last 10 years
MonthEstimated value
2026
September 2026$8.21M
August 2026$8.38M
July 2026$8.52M
June 2026$8.49M
May 2026$8.23M
April 2026$8.32M
March 2026$8.77M
February 2026$8.97M
January 2026$9.13M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
646 Prospect Ave, Winnetka, IL
0.03
Single-Family Home
$3,250,000
05/11/26
6
5.5
5,300
680 Walden Rd, Winnetka, IL
0.34
Single-Family Home
$2,950,000
02/04/26
6
4.5
6,411
755 Lincoln Ave, Winnetka, IL
0.24
Single-Family Home
$2,650,000
10/27/25
5
4.5
5,904
977 Sheridan Rd, Winnetka, IL
0.67
Single-Family Home
$4,200,000
11/21/25
5
6
8,294
681 Lincoln Ave, Winnetka, IL
0.10
Single-Family Home
$3,000,000
10/08/25
6
6.5
-
605 Arbor Vitae Rd, Winnetka, IL
0.13
Single-Family Home
$4,300,000
08/14/26
7
5.5
-
500 Maple St, Winnetka, IL
0.33
Single-Family Home
$2,550,000
06/18/26
5
4
5,646
664 Lincoln Ave, Winnetka, IL
0.10
Single-Family Home
$1,596,000
07/16/26
6
4
2,700

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
Address Not Disclosed, Winnetka, IL 60093
0.03
$3,250,000
6
5.5
5,300
Recently Sold
674 Prospect Ave, Winnetka, IL 60093
0.02
$5,104,700
6
8.5
10,328
Off Market
615 Lincoln Ave, Winnetka, IL 60093
0.09
$1,827,800
5
4.5
3,061
Off Market
663 Lincoln Ave, Winnetka, IL 60093
0.06
$2,591,700
4
4.5
5,197
Off Market
605 Lincoln Ave, Winnetka, IL 60093
0.11
$1,611,000
4
4
3,000
Off Market
671 Lincoln Ave, Winnetka, IL 60093
0.08
$5,742,600
5
6
9,126
Off Market
605 Arbor Vitae Rd, Winnetka, IL 60093
0.13
$4,300,000
7
5.5
-
Recently Sold
704 Park Ln, Winnetka, IL 60093
0.10
$3,578,600
5
5.5
6,891
Off Market
606 Lincoln Ave, Winnetka, IL 60093
0.13
$660,800
2
1.5
1,500
Off Market
Address Not Disclosed, Winnetka, IL 60093
0.11
$950,000
4
2
2,062
Recently Sold
664 Lincoln Ave, Winnetka, IL 60093
0.10
$1,596,000
6
4
2,700
Recently Sold

Local Information

  • Map ViewExplore the area around 660 Prospect Ave.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1902
0.71 acre lot
7,798 sqft
$1,053/sqft
Garage

About this House

This is a generational North Shore opportunity to own a regal, world class restoration of an architecturally divine in-town Georgian Revival East Winnetka compound. A seamless exquisite blend of historic details blended with today's highest level of luxurious custom design elevates this special property to a league of its own. Privately perched high with a curved red brick perimeter wall & wrought iron gates guide you down a red brick driveway impeccably complemented with extraordinary new grounds by Midwest Arbor. An enchanting outdoor oasis awaits with bluestone patios, Chef's level outdoor kitchen accented with a pergola, all surrounding a pool with picture perfect matching cabana house equipped with full bath, changing rm, W/D, storage & garden shed. Upon entering, the reception foyer sets a soft yet comfortable sophistication. Reminiscent of Chicago's Drake Hotel , you will find an extra wide step grand staircase with wide band hand rails and hand carved balusters that are beyond divine. Soaring ceilings, intricate detailed millwork, wide cased openings, and beautifully restored windows capture the essence of this home. The sun-drenched living room, adorned with FP with a perfectly matched surround of warm hue of blues and custom arched bookshelves, invites you to unwind in style. The walnut paneled dining room, with its magnificent millwork, seamlessly opens to a light-filled sunroom overlooking the newly designed outdoor space. The heart of the home lies in the open & inviting chef's kitchen accented with a vibrant Farrow & Ball blue island, white Villa Blanca marble countertops, and top-of-the-line appliances. A culinary retreat with separate breakfast area highlighted by curved bay picture window leads down to newly redone mudroom centered by a double wide Visual Comfort polished nickel lantern & phenomenal built ins. Adjacent to kitchen and 2nd set of stairs up, is a cozy family room reminiscent of a Ralph Lauren catalog, complete with original letterhead bookcases, another original restored FP and multiple sitting areas. The screened-in porch offers a tranquil escape overlooking coveted Prospect Avenue. Extra wide second level unveils four enchanting bedrooms, including the hotel-level primary suite. A white spa marble bath, two new walk-in closets, and a bedroom with a fireplace define opulence. Three additional bedrooms, two sharing a Jack and Jill bathroom, and the other tucked away for guests, provide comfort and privacy. Ascending to the third level reveals an additional two bedrooms, a bath, an office, and game room space so truly a 3rd floor retreat. The newly redone basement is a revelation-a total grand slam. Martha Stewart approved arts & craft studio, a professional-level gym w/ sauna, a display wine room, and a recreation room with a bar make this space perfect for both relaxation and entertainment. Extra details that make this even more special, true working organic gardens & commercial level 3 car heated garage w/ extra storage & work bench area. With over 10,000 square feet of beautifully polished space on 4 floors of living, this is a rare combination of award winning restored elegance, modern luxury, and unmatched family comfort....660 Prospect Winnetka is far from ordinary; it's an extraordinary residential compound that represents the pinnacle of North Shore living.
660 Prospect Ave, Winnetka, IL 60093 is a 6 bedroom, 7 bathroom, 7,798 sqft single-family home built in 1902. It last sold for the $8,499,900 asking price on Aug 28, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $8,208,900.
Last check for updates: about 5 hours ago
Listed by Jena Radnay, (312) 925-9899
@properties Christie's International Real Estate
Bought with: Jena Radnay, (312) 925-9899, @properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID, MLS#11960668

Home Details for 660 Prospect Ave

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Finished,FullNumber of Rooms: 15Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bedroom 6, Dining Room, Exercise Room, Family Room, Family Room Down, Foyer, Heated Sun Room, Kitchen, Laundry, Living Room, Mud Room, Office, Recreation Room, Screened PorchWet Bar
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 7Number of Bathrooms (full): 6Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 7798 Square Feet
Appliances & Utilities
Appliances: Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Disposal, Stainless Steel Appliance(s), Cooktop, Oven, Range Hood, Humidifier, Multiple Water HeatersDishwasherDisposalLaundry: Upper Level,Gas Dryer Hookup,In UnitMicrowaveWasher
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central Air,Small Duct High Velocity,ZonedHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 5Fireplace: Wood Burning, Gas Log, Gas Starter, Family Room, Living Room, Master Bedroom, OtherHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, Fuses, 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Screens, Window Treatments, DrapesFlooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 3Accessibility: No Disability AccessFloors: Hardwood
View
No View
Security
Security: Security System, Carbon Monoxide Detector(s), Closed Circuit Camera(s)

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, Patio, PorchFencing: FencedOther Structures: Pergola, Pool House, Shed(s), CabanaExterior: Outdoor Grill, Fire PitFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 11Parking: Brick Driveway,Heated Driveway,Garage Door Opener,Heated Garage,Tandem,On Site,Garage Owned,Detached,Driveway,Oversized,Owned,Garage
Pool
Pool: In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1902Year Renovated: 2016
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: BrickNot a New Construction
Property Information
Parcel Number: 05174170190000Model Home Type: REVIVAL GEORGIAN

Price & Status

Price
List Price: $8,499,900
Status Change & Dates
Off Market Date: Mon Feb 26 2024Possession Timing: Close Of Escrow

Location

Direction & Address
City: WinnetkaCommunity: East Winnetka
School Information
Elementary School: Greeley Elementary SchoolElementary School District: 36Jr High / Middle School: Carleton W Washburne SchoolJr High / Middle School District: 36High School: New Trier Twp H.S. Northfield/WiHigh School District: 203

Building

Building Details
Builder Model: REVIVAL GEORGIAN

Community

Community Features: Pool, Curbs, Gated, Sidewalks, Street Paved

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 0.71 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 11960668Attic: Finished, Full

Additional Information

PoolCurbsGatedSidewalksStreet PavedSource Internet Entire Listing DisplaySource Internet Address DisplayMRD REMARKSINTERNET: Yes

Price and Tax history

DateEventPrice
Aug 28, 2024
Source: MRED as distributed by MLS GRID #11960668
Sold
$8,500,000
Mar 8, 2024
Source: MRED as distributed by MLS GRID #11960668
Pending
$8,499,900
Feb 27, 2024
Source: MRED as distributed by MLS GRID #11960668
Contingent
$8,499,900
Feb 5, 2024
Source: MRED as distributed by MLS GRID #11960668
Listed For Sale
$8,499,900
Jul 12, 2019
Source: N/A
Sold
$3,999,000

Market trends in Winnetka

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
25
5MoM

Around this home

What Locals Say about Winnetka

At least 78 Trulia users voted on each feature.

  • 94 % Say people would walk alone at night

  • 90 % Say it's dog friendly

  • 88 % Say kids play outside

  • 88 % Say there's holiday spirit

  • 87 % Say there are sidewalks

  • 82 % Say yards are well-kept

  • 81 % Say it's walkable to restaurants

  • 80 % Say parking is easy

  • 78 % Say there's wildlife

  • 76 % Say it's quiet

  • 74 % Say car is needed

  • 72 % Say there are community events

  • 72 % Say it's walkable to grocery stores

  • 71 % Say they plan to stay for at least 5 years

  • 70 % Say neighbors are friendly

  • 66 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • DRD
    "Great schools and public works. Incredible beaches. Great fire and police systems. Amazing playing fields for kids’ sports. "
    0
    Flag
  • allisonbowersbrown
    "Park district, block parties, parades, fireworks. Neighborhood get together, school and church events. "
    0
    Flag
  • Jillian D.
    "I take the metra and walk to work. It’s easy and about as fast in the train to Chicago as it is in a car. Going west without a car is not as doable though. "
    1
    Flag
  • Acparacchini
    "Great dog beach, easy walk to town with coffee shops, restaurants, etc and bring the dog! 4th of July parade and everyone brings their dogs "
    0
    Flag
  • Phil L. .
    "Great parks, families and restaurants. Easy walk to restaurants , train, and interesting stores. Lots of people out walking, running or on bikes. "
    0
    Flag
  • Jillian D.
    "I take the train and walk. There are usually window seats available on the Metra when I leave winnetka at 7:21. "
    1
    Flag
  • Jillian D.
    "There are lots of green parks for doggos to play at! There’s also lil fountains where you can get water for people and dogs in the summer. "
    2
    Flag
  • Sarahvaile687
    "Winnetka music festival, summer music in the park...there are plenty of events hosted by the community."
    1
    Flag
  • Winnetka mom
    "I’ve lived here for 14 years and Winnetka is the most warm, welcoming neighborhood I’ve ever lived in!"
    1
    Flag
  • Benjamin J. D.
    "They would like it. It’s a great community with tons of parks. Move here! You won’t regret it. It’s like living in a Rockwell painting."
    1
    Flag
  • Mklein
    "Lived here for 22 years. Raised our family here. Would do it again given the chance. Great mix of people from different backgrounds and heritage. Only downfall is politically backwards and cannot get anything done in the village that’s required to stay current with infrastructure or lifestyle. "
    5
    Flag
  • Sbardoni29
    "Wonderful place to live. Gorgeous homes and great apartment living above shops and restaurants. So close to the lake and Metra runs right through city to downtown. "
    0
    Flag
  • Coveyandclay
    "family friendly and perfect for children! parks are wonderful and schools are best in country. park district facilities are top notch"
    0
    Flag
  • Coveyandclay
    "great parks and lots of kids playing there all the time. very family friendly. many kids events put on by park district also."
    0
    Flag
  • Erin K. C.
    "Very dog friendly. There is a great private dog beach that is well maintained with a dog wash and passholder only gate. All dogs are required to be well behaved and up to date on all shots. "
    0
    Flag
  • Acparacchini
    "Lived in Winnetka essentially since I was 9! Great place to raise a family. Beautiful homes, great town, great beaches, excellent schools, easy transportation to the city! "
    2
    Flag
  • Gabriel
    "Safe, quiet and architecturally nice. A great place to live and raise a family. Great schools and close to the lake. "
    0
    Flag
  • mtoyama60
    "Wonderful neighborhood close to lake and town and highly rated schools. Family community. Quiet residential street. Great investment."
    0
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  • Patty E.
    "I want to move here ,whith my kids."
    0
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Click here for more information

Frequently asked questions about 660 Prospect Ave

  • What is 660 Prospect Ave estimated to be worth?
    Trulia's estimated value for 660 Prospect Ave in Winnetka, IL is $8,208,900.
  • What is the price history for 660 Prospect Ave?
    660 Prospect Ave in Winnetka, IL last sold for $8,500,000 in August 2024.
  • Is Winnetka a buyer's or seller's market?
    Winnetka is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Winnetka?
    Residents describe Winnetka, IL as dog-friendly, pedestrian-friendly, and well-kept. See recently sold homes in Winnetka, IL.
  • Does 660 Prospect Ave have air conditioning?
    Yes, 660 Prospect Ave in Winnetka, IL has air conditioning.
  • Does 660 Prospect Ave have a pool?
    Yes, 660 Prospect Ave in Winnetka, IL has a pool.

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