Paige Dooley's Profile Photo

Paige Dooley

Licensed Real Estate Broker
paige.dooley@compass.com
M: 847-609-0963
O: 847-446-9600

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Client Testimonials

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"Now that the dust has finally settled and all the boxes have been unpacked, I just want to tell you how much we appreciate all that you did to sell our home. I was so impressed by your professionalism and skillful expertise. You were absolutely spot-on about the market. It was a crazy market in March and a crazy time for us too... Most importantly, thank you for taking such good care of us. We truly appreciate your kind, caring and thoughtful style. The real estate world can be brutal and not very nice but I think you’re different. Your kindness, bright smile and infectious laughter mixed with your sharp business skills is a unique combination. You’re simply the BEST!! You guys make a GREAT TEAM! “People will forget what you said, people will forget what you did, but people will never forget how you made them feel” - Maya Angelou " - MJ & Tim

"Paige Dooley masterminded the sale of our Winnetka house. Within moments of meeting Paige, her creativity, insights, and deep knowledge of the Northshore housing market were in full-motion. Paige brings a hands-on, always-ready-with-a-"plan B" approach. It is hard to imagine that there is anyone who is more skilled in moving houses in this tricky market. With Paige's skillful stewardship, our Winnetka house was expertly shown, staged, and ultimately, under contract!" - Robert Weeks

"We moved from Chicago to Winnetka over six years ago. Not knowing much about the Northshore, Paige helped us navigate the neighborhoods, schools and real estate market. She was a huge help to us, and I've come to learn, she is very involved in helping the Winnetka community. Paige has been our realtor for the purchase of two homes and the sale of another. She even helped us find an architect and builder for a renovation project. She's a true professional and also a great person. " - Melinda Turitz

"The minute I met Paige I knew she was the realtor to work with. Her engaging personality along with her professionalism and expertise are second to none. Paige’s knowledge of the market is exceptional and her intelligent strategy helped us sell our home in Wilmette in a few short weeks. She guided us through the home selling process from pricing to staging to final negotiations as if we were her only client. The bottom line is, Paige CARES and it shows. I cannot recommend Paige and her dynamic team enough! " - Celeste Sciortino

"I live in Winnetka. My wife and I worked with Paige to sell our house. Paige is the consummate professional and, more importantly, has the client's best interest at heart. She is thoughtful, diligent and has the highest integrity in her dealings. One of Paige's unique attributes is her clarity of communication and candor. She tells her clients the true state of the market vs. what a client may want to hear. This is very valuable in managing what can be a stressful process. Bottom line: Paige is the best!" - Greg Robitaille

"We used Paige to sell our home of 20 years in Wilmette. She excelled at helping us navigate a complex sale and negotiation in a difficult market. Paige's years of experience were very helpful throughout the entire process, from pre-listing decisions all the way to closing. I would highly recommend Paige to anyone who is considering selling their home on the North Shore." - Peter Lawlor


About Paige

Winnetka, along the beaches of Lake Michigan, has been my home since 1991 and I am intimately familiar with each of our North Shore communities - the schools, organizations, government, and history. I engaged full time in the real estate business in 1994 after ten years in consumer advertising and marketing in Chicago on national brands from Mr. Clean to Cap’n Crunch and new products & consumer segments. My insights into consumer behavior gleaned from my prior advertising experience have been invaluable - after all, a home is the ultimate consumer purchase...a blend between lifestyle and economics.  

Known as one of the hardest working people in real estate by both clients and peers, I collaborate with clients to navigate the art and science of real estate.

To assist buyers: The purchase experience requires a deep dive into each buyer's needs (everyone truly has different objectives)  to help find the best home for each family on the continuum of value. To accelerate up the price/value learning curve with location focus, ask anyone about my “bag of rocks” analysis.

For those selling their homes: As a long-time serious market analyst, I am able to craft a strategic, customized marketing plan for each home calibrated to constantly changing market conditions.  This is where design meets data. Presentation of home and market expertise is critical to this process in the luxury market.

Having grown up moving often, both domestically and internationally, I acquired an intuitive sense for real estate with an insatiable passion for its architecture, design, history, gardens, lifestyle, and especially its value orientation.

#1 in Transactions for New Trier Towns (*MRED Market Share Report 1/1/2007-6/1/2024)

Office’s top producer 1996 to date

Real Trends #4 Medium Team in IL by Sales Volume 2023

NSBAR 2020 Sales Production Honoree - Top 1% in volume & Top 1% in units sold*

Ranked 120th in the US total sales volume in 2012 by Real Trends/Wall Street Journal

"Ranked Chicago Agent Magazine one of Chicagoland's top in sales volume

Over $1 billion sold by Paige Dooley Team

5 Star Professional

Crain’s 2022 Notable Real Estate Brokers

Voted Winnetka/Northfield Chamber of Commerce “Woman of the Year” in 2022

On any given day, the most important thing to me is what my client needs, and I have an extraordinary team to help in every way. Along with a strong work ethic, my intense focus on helping clients make decisions and always being mindful of the long-term benefits has enabled me to consistently be an effective advocate for my clients. Spending more time and energy marketing my properties than marketing myself yields a  performance that speaks for itself. I am a consistent and top performer for sellers in both strong and difficult markets.

All the members of the Paige Dooley team are held to the highest standard and are known for their deep expertise in real estate and of the North Shore. They herald from industries such as the fine arts, start-ups, tech, finance, education & construction to bring a 360-degree approach to navigating the art and science of real estate. As a team, we have sold over $1 billion in real estate. While that gives us credibility, looking ahead to representing our current clients navigating the art and science of real estate with excellence is our primary mission.


Paige Dooley’s Listings

an aerial view of a house with yard swimming pool and outdoor seating
an aerial view of a house with a yard and lake view
an aerial view of a house with a garden
front view of a brick house next to a yard
a view of a living room with kitchen floor and a large window
a living room with furniture large window and wooden floor
a living room with furniture large window and fireplace
a living room with furniture and a fireplace
a front view of a house with outdoor seating
a front view of a house with outdoor seating
a aerial view of a house with a yard table and chairs
a front view of house with garden and trees
a view of a backyard with plants and a patio
a view of a patio with table and chairs and potted plants
a view of a dining room and livingroom with furniture wooden floor a rug a fireplace and a chandelier
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture large windows and wooden floor
a front view of a house with a garden
a large white kitchen with a sink and a window
a kitchen with granite countertop white cabinets and window
a kitchen with a table chairs stove and wooden floor
a kitchen with white cabinets and refrigerator
a kitchen with white cabinets appliances and sink
a front view of a house with a yard
a living room with furniture and window
a living room with furniture and a chandelier
a living room with furniture a fireplace and a floor to ceiling window
a living room with furniture a fireplace and a floor to ceiling window
a living room with furniture and a fireplace
a view of a livingroom with furniture and windows
a living room with furniture and a fireplace
a spacious bedroom with a bed and a fireplace
a spacious bedroom with a bed and a fireplace
a bedroom with a bed and a couch
a living room with furniture and a flat screen tv
a bedroom with a bed a fireplace and a television
a view of a house with a big yard and potted plants and large trees
an aerial view of residential houses with outdoor space
a view of yard with tree
a view of a basketball court
a view of a garden with plants
a view of a garden with plants and large trees
a view of a house with a big yard
an aerial view of a house with swimming pool and garden
front view of a house with a yard
a living room with furniture and a window
an aerial view of a house with a yard and lake view
an aerial view of a house with a yard basket ball court and outdoor seating
an aerial view of residential house with yard and green space
a picture of a bathroom with a sink
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Compass Coming Soon

$5,200,000

Bedrooms
6
Bathrooms
5
Square Feet
6,639
Acres
1.7

22 Indian Hill Road, Winnetka, IL 60093

a front view of a house with a yard
a kitchen with center island table and chairs
a spacious bathroom with a shower a sink and mirror
a living room with furniture a chandelier and a flat screen tv
a front view of a house with a garden
a view of a hallway with furniture
a large kitchen with a table and chairs
a kitchen with stainless steel appliances kitchen island granite countertop a stove a sink and a refrigerator
a kitchen with a sink and potted plant
a kitchen with white cabinets and appliances
a kitchen with white cabinets and sink
a dining room with furniture large windows and wooden floor
a view of a workspace with a window
a living room with wooden floor and windows
a garden view with a garden
a living room with furniture and a chandelier
a living room with furniture and a fireplace
a view of a dining room with furniture window and wooden floor
a living room with furniture a fireplace and a floor to ceiling window
a living room with furniture and a large window
a view of outdoor space with deck and yard
a view of entryway and hall with wooden floor
a bedroom with a bed and a couch
a spacious bedroom with a bed and a table in it
a bathroom with a granite countertop sink a mirror and shower
a bathroom with a shower
a backyard of a house with lots of green space
a spacious bedroom with a large bed and a large window
a spacious bedroom with a bed and a cabinets
a living room with furniture and a large window
a bedroom with a bed chair and two large window
a bathroom with a sink toilet and shower
a bed room with a bed and a large mirror
a bathroom with a granite countertop sink toilet and large mirror
a room with furniture and air hockey table
a living room with furniture and a fireplace
a bedroom with a bed and a desk
a patio with a patio table and chairs
a living room with furniture
a view of yard with patio
a view of a patio with a table and chairs under an umbrella
a house view with a sitting space and garden view
front view of a house with a yard
an aerial view of a house with yard and outdoor seating
an aerial view of a house
an aerial view of a city
an aerial view of multiple house with a yard
a picture of a floor plan
a picture of a black and white photo
a picture of a bench in a cabinet
1/57
Listed By Compass

$4,599,999

Bedrooms
6
Bathrooms
8.5
Square Feet
Unavailable
Acres
0.61

123 Melrose Avenue, Kenilworth, IL 60043

a front view of a house with a yard
a front view of a residential houses with yard and green space
a front view of a house with garden
a view of house with a outdoor space
a living room with furniture and a window
a view of backyard with outdoor seating and green space
a view of a livingroom with wooden floor and stairs
a view of a livingroom with couch and sitting area
a living room with furniture large window and a fireplace
a living room with furniture and a large window
a living room with furniture and a large window
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture window and wooden floor
a dining room with furniture a chandelier and wooden floor
a kitchen with a sink stove and wooden cabinets
a open kitchen with stainless steel appliances granite countertop a stove and a sink
a living room with furniture and a large window
a living room with furniture and a large window
a living room with furniture and a flat screen tv
a view of outdoor space yard and patio
a living room with furniture a flat screen tv and a fireplace
a living room with furniture a fireplace and a flat screen tv
a living room with furniture and a chandelier
a view of a bench in the garden
a view of a bench in the backyard with potted plants
a dining room with furniture window and wooden floor
a view of a dining room with furniture window and wooden floor
a front view of a house with a yard
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a large white kitchen with a large window
a bathroom with a double vanity sink mirror and shower
a bathroom with a sink and a mirror
a view of a bathroom with a glass shower door
a bedroom with a bed and a window
a bedroom with a bed and window
a living room with furniture and a large window
a living room with furniture and a large window
a bathroom with a shower
a bedroom with a bed and a chandelier
a living room with furniture and a flat screen tv
a living room with furniture and wooden floor
a spacious bedroom with two beds and a large window
a view of a room with gym equipment
a room that has a table and chairs in it
a front view of a house with a yard
a view of a park with large trees
a black white and white wall with a white wall
a picture of a book and a bed
a picture of a park
1/52
Compass Coming Soon

$3,599,000

Bedrooms
6
Bathrooms
5.5
Square Feet
6,384
Acres
0.43

646 Prospect Avenue, Winnetka, IL 60093

an aerial view of a house
a front view of a house with a yard
an aerial view of residential house with outdoor space and swimming pool
a view of entryway and hall with wooden floor
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a living room with furniture a bookshelf and a large window
a living room with furniture and a large window
a view of a dining room with furniture window and wooden floor
a kitchen with a sink cabinets and wooden floor
a view of a dining room with furniture window and outside view
a open kitchen with white cabinets and stainless steel appliances
a living room with furniture and a fireplace
a kitchen with a sink and large window
a living room with furniture and a fireplace
a view of a dining room with furniture window and wooden floor
a living room with furniture and a large window
a view of entryway and hall with wooden floor
a bedroom with furniture and a large window
a bedroom with a bed couch and a window
a bedroom with a bed and a fireplace
a spacious bedroom with a bed and a fireplace
a view of walk in closet
a bathroom with a tub sink and mirror
a living room with furniture and window
a view of a dining room with furniture and wooden floor
a bathroom with a bathtub sink and mirror
a bedroom with a white bed and a window
a view of a hallway with white walls and stairs
a living room with furniture and large windows
a living room with furniture and a fireplace
a living room with furniture and a window
a bedroom with a bed and large windows
a bathroom with a sink and a toilet
a view of a hallway with closet
a room with wooden floor pool table and furniture
a living room with furniture and a flat screen tv
a living room with furniture
a front view of a house with a garden
a front view of a house with a garden
a front view of house with yard and green space
a view of a garden with a pathway
a view of a garden with a bench
a view of green field with trees in the background
a view of green field with trees
a garden view
a front view of a house with a yard
an aerial view of a house with garden space and trees all around
an aerial view of a residential houses with outdoor space
a front view of a house with a yard
1/51
Listed By CompassContingent

$2,950,000

Bedrooms
4
Bathrooms
5
Square Feet
5,638
Acres
1

36 Indian Hill Road, Winnetka, IL 60093

an aerial view of a house
a view of a lake with a yard
an aerial view of a house with a yard
a front view of a house with a garden and plants
a view of a livingroom with wooden floor
a view of an entryway with wooden floor and windows
a living room with furniture and a fireplace
a living room with couches and a fireplace with wooden floor
a living room with furniture and a large window
a living room with furniture and a large window
a living room with furniture and a floor to ceiling window
a living room with furniture
a view of a dining room with furniture window and wooden floor
a kitchen with stainless steel appliances kitchen island granite countertop a table chairs sink and cabinets
a kitchen with stainless steel appliances granite countertop a stove top oven a sink a dining table and chairs with wooden floor
a kitchen that has a cabinets and a stove
a large kitchen with kitchen island a large window a sink and stainless steel appliances
a living room with furniture a fireplace and a large window
a living room with furniture a flat screen tv and a fireplace
a living room with furniture and a large window
a view of a house with backyard and sitting area
a bathroom with a sink and mirror
a spacious bedroom with a bed a window and a television
a bed room with a bed and a large window
a view of a garden with plants
a front view of a house with a yard
a spacious bedroom with a bed a couch and large window
a large white kitchen with a large window and stainless steel appliances
a living room with furniture and a flat screen tv
a bathroom with a double vanity sink mirror and shower
a living room with a bed furniture and a window
a bedroom with a bed and a chair
a bathroom with a double vanity sink and a mirror
a living room with furniture and wooden floor
a living room with furniture and a wooden floor
a dining room with furniture and wooden floor
a living room with furniture and a large window
a living room with furniture and a fireplace
a kitchen with stainless steel appliances granite countertop a stove and cabinets
a front view of a house with a garden
a front view of a house with garden
a view of a house with backyard and sitting area
an aerial view of a house with a yard
a picture of floor plan
a picture of a floor plan
a picture of a bathroom with a white wall and a painting on the wall
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Listed By CompassPending

$2,299,000

Bedrooms
4
Bathrooms
5.5
Square Feet
4,842
Acres
0.47

850 Lamson Drive, Winnetka, IL 60093