Aileen Mastey

Aileen Mastey

Global Real Estate Advisor

New Canaan Brokerage

26 Cherry Street
New Canaan, CT 06840

Well known for her mix of style and warmth, Aileen brings more than 30 years of sales and marketing experience to William Pitt Sotheby’s International Realty. She combines knowledge of Fairfield County neighborhoods with a passion for helping her clients achieve their real estate goals. A former executive in the fashion industry, Aileen is driven by assessing value and implementing her vision to help her clients see a property’s full potential.

Staging homes is Aileen’s specialty.

This has been a huge complement and unique asset to her real estate activities. Services range from being able to help a homeowner “tweak and de-clutter” to filling a speculative house with furniture and accessories.

Aileen graduated from Drexel University with a B.S. degree in Design and Merchandising. When not involved with her full-time real estate pursuits is busy with her two high school-aged children, their church, and her various volunteer roles in the New Canaan community. She is a member of The National Association of Realtors, The Connecticut Association of Realtors, The New Canaan Multiple Listing Service, and The Consolidated Multiple Listing Service.

Well known for her mix of style and warmth, Aileen brings more than 30 years of sales and marketing experience to William Pitt Sotheby’s International Realty. She combines knowledge of Fairfield County neighborhoods with a passion for helping her clients achieve their real estate goals. A former executive in the fashion industry, Aileen is driven by assessing value and implementing her vision to help her clients see a property’s full potential.

Staging homes is Aileen’s specialty.

This has been a huge complement and unique asset to her real estate activities. Services range from being able to help a homeowner “tweak and de-clutter” to filling a speculative house with furniture and accessories.

Aileen graduated from Drexel University with a B.S. degree in Design and Merchandising. When not involved with her full-time real estate pursuits is busy with her two high school-aged children, their church, and her various volunteer roles in the New Canaan community. She is a member of The National Association of Realtors, The Connecticut Association of Realtors, The New Canaan Multiple Listing Service, and The Consolidated Multiple Listing Service.

Well known for her mix of style and warmth, Aileen brings more than 30 years of sales and marketing experience to William Pitt Sotheby’s International Realty. She combines knowledge of Fairfield County neighborhoods with a passion for helping her clients achieve their real estate goals. A former executive in the fashion industry, Aileen is driven by assessing value and implementing her vision to help her clients see a property’s full potential.

Staging homes is Aileen’s specialty.

This has been a huge complement and unique asset to her real estate activities. Services range from being able to help a homeowner “tweak and de-clutter” to filling a speculative house with furniture and accessories.

Aileen graduated from Drexel University with a B.S. degree in Design and Merchandising. When not involved with her full-time real estate pursuits is busy with her two high school-aged children, their church, and her various volunteer roles in the New Canaan community. She is a member of The National Association of Realtors, The Connecticut Association of Realtors, The New Canaan Multiple Listing Service, and The Consolidated Multiple Listing Service.

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Testimonials

Aileen Mastey was a consummate professional representing me on the sale of my large property. She was caring and thorough from preparing the house for sale, constructing an attractive and compelling listing, staging the house ( very good at that), conducting many open houses, placing advertising to attract buyers and showing the house to prospective buyers many times. She was always available to me and always giving her best effort to sell my house and ensure a smooth real estate closing.

Margaret McGillivray

Aileen did great.

William Hoke

Aileen did a great job! She handled numerous tasks extremely well. Zero negatives from me, all things positive.

Bill Hoke

Aileen was wonderful to work with. Very helpful and patient during a difficult time to buy!

Tara Kilkenny

Aileen didn't just help me buy a house, she helped me create a home and became my dear friend and helped in all aspects of the transition to a new community. She knows the community and market intimately and goes above and beyond for clients and is that unique blend of warm, professional and effective without being too pushy. I can't say enough good things, and feel extremely lucky to have been able to work with her.

Lorianne, Property Buyer

My wife Hillary and I started the home purchase process right in the heart of the Covid crush in Spring 2021. We were looking in a couple communities in Fairfield County and after a few losing bids, we were getting discouraged. We decided to pivot to New Canaan and started working with Aileen. She was beyond fantastic- she knew the market inside and out, totally got us and our needs as buyers and found us a house that we still pinch ourselves that it is our home. Aileen is simply a total pro. We would enthusiastically recommend her to any potential buyer or seller.

Frank, Client/Property Buyer

Aileen was great, start to finish, she made it a smooth and pain-free process and she worked hard to maximize our showings. Thank you

Thomas and Christine Hynes

My Listings

2630 Boston Post Road $5,800/mo link

2630 Boston Post Road

Darien, CT 06820 | Fairfield County
$5,800/mo
4 Beds 2/1 Baths 2,441 Sqft 0.1 Acres

Charming 3-4 Bedroom Rental in Desirable Darien Water Community - $5,800/month Welcome to this inviting 3-4 bedroom, 2 full bathroom home in a sought-after Darien water community....

4
bed
2/1
bath
2,441
sqft

My Sales

168 Proprietors Crossing $3,995,000 link

168 Proprietors Crossing

New Canaan, CT 06840 | Fairfield County
$3,995,000
7 Beds 7 Baths 9,587 Sqft 4.07 Acres

This modern, light-filled home on 4 private acres is located in an estate area at the end of a cul-de-sac with an easy drive to town. Custom-built to maximize natural light, the...

7
bed
7
bath
9,587
sqft
39 Keelers Ridge Road $3,293,000 link

39 Keelers Ridge Road

Wilton, CT 06897 | Fairfield County
$3,293,000
5 Beds 5/3 Baths 9,084 Sqft 2.28 Acres

Luxurious Keelers Ridge Estate: A Serene Sanctuary of Sophistication and Comfort Nestled on a private cul-de-sac in the prestigious Keelers Ridge neighborhood, this executive property...

5
bed
5/3
bath
9,084
sqft
634 Carter Street $2,600,000 link

634 Carter Street

New Canaan, CT 06840 | Fairfield County
$2,600,000
6 Beds 6/2 Baths 7,547 Sqft 1.61 Acres

A very special property to call home! Every inch of 634 Carter Street was custom built for the current owners with the exception of the Dutch front door which was lovingly salvaged...

6
bed
6/2
bath
7,547
sqft
100 Spring Water Lane $2,500,000 link

100 Spring Water Lane

New Canaan, CT 06840 | Fairfield County
$2,500,000
7 Beds 4/1 Baths 4,516 Sqft 2.11 Acres

Discover the perfect blend of classic charm and modern living in this exceptional 6-bedroom, 4.5-bathroom home nestled on a spectacular 2+acre lot in New Canaan's coveted West...

7
bed
4/1
bath
4,516
sqft
883 Valley Road $2,399,000 link

883 Valley Road

New Canaan, CT 06840 | Fairfield County
$2,399,000
5 Beds 5/2 Baths 6,239 Sqft 2 Acres

This home has it ALL: An idyllic private setting on TOWN water, solidly built house with over 6200 sf, a finished lower level with gym, home office, two recreation rooms and a...

5
bed
5/2
bath
6,239
sqft
257 Wahackme Road $2,200,000 link

257 Wahackme Road

New Canaan, CT 06840 | Fairfield County
$2,200,000
4 Beds 3/1 Baths 3,388 Sqft 1.24 Acres

Welcome home to this very special modern and custom contemporary home located at 257 Wahackme Road. Close to town and to Irwin Park. Award winning schools and a bus that picks...

4
bed
3/1
bath
3,388
sqft
681 Old Stamford Road $2,100,000 link

681 Old Stamford Road

New Canaan, CT 06840 | Fairfield County
$2,100,000
4 Beds 3/1 Baths 4,783 Sqft 3.06 Acres

Nestled at the end of a quiet, tree-lined cul de sac, with tranquil views of beautiful Raymonds Pond, this chic and sophisticated 4-bedroom home is a rare find and a commuter's...

4
bed
3/1
bath
4,783
sqft
70 Highland Avenue $2,095,000 link

70 Highland Avenue

Norwalk, CT 06853 | Fairfield County
$2,095,000
4 Beds 3/1 Baths 4,080 Sqft 0.41 Acres

BRAND NEW LUXURY CONSTRUCTION IN PRIME ROWAYTON LOCATION... CLOSE TO THE VILLAGE. Fresh...Innovative...AND...Timeless! The Design, Selection Of Materials & Quality Of Construction...

4
bed
3/1
bath
4,080
sqft
10 Wahackme Lane $1,808,100 link

10 Wahackme Lane

New Canaan, CT 06840 | Fairfield County
$1,808,100
5 Beds 3/2 Baths 4,020 Sqft 2.17 Acres

On Wahackme Pond.....Wander down Wahackme Lane to this light filled and very private Colonial gem! The house is filled with modern amenities and a fully renovated open plan kitchen....

5
bed
3/2
bath
4,020
sqft
108 Mariomi Road $1,700,000 link

108 Mariomi Road

New Canaan, CT 06840 | Fairfield County
$1,700,000
4 Beds 2/2 Baths 4,208 Sqft 2.27 Acres

This lovingly maintained and cared for home is perfect in every way! It has an open floor plan between the kitchen and family room that is an entertainers dream. There are French...

4
bed
2/2
bath
4,208
sqft
97 Comstock Hill Avenue $1,323,325 link

97 Comstock Hill Avenue

Norwalk, CT 06850 | Fairfield County
$1,323,325
5 Beds 3/1 Baths 3,718 Sqft 1.22 Acres

Nestled in the Silvermine area this custom Connecticut colonial on 1.22 bucolic acres combines classic architecture with modern upgrades. Gracious foyer w/ herringbone floors flows...

5
bed
3/1
bath
3,718
sqft