Polly Sykes

Polly Sykes

Licensed Real Estate Salesperson

Connect with Polly to share homes, schedule tours, view exclusive listings, and explore bridge loans. You can remove the connection at any time.

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Specialties

Buyer's Agent, Staging

Languages: English, French

Licensed in CT

Education

St. Lawrence University, Canton NY

About Polly
A green and white text banner with a bicycle and sticker
Westport native Polly Sykes brings a global perspective to real estate, having lived and worked in vibrant cities like New York City and Hong Kong, in addition to her deep roots in Westport, Weston, Wilton, and Fairfield over the last 40+ years.

With a background in event marketing identifying, planning and managing sponsorships for Chase Sapphire Preferred (Sundance Film Festival) and Mastercard (MLB and Broadway), Polly loves helping her clients achieve their dreams while navigating the complexities of buying or selling a home. Her clients appreciate her honest and reassuring approach during these significant financial and life decisions.

Resourceful, organized, and fully engaged in managing every detail of the process, Polly maintains a positive “can do” attitude and understands that buying, selling, or renting can be stressful and works hard to infuse a serious yet fun spirit into the journey. 

Currently residing in Weston with her husband and their combined family of eight, Polly enjoys golf, paddle tennis, yoga, gardening (Dahlia obsessed), and traveling. Australia is a frequent destination as her husband Chris and his three children come from the Sydney/Northern Beaches area.  Her time in NYC and Hong Kong has enriched her appreciation for diverse cultures and lifestyles, which she brings to her work in Fairfield County.

In addition to her professional endeavors, Polly is dedicated to her community, volunteering at Weston's Lachat Town Farm where she produces the weekly newsletter and manages their social media presence.
 
Polly is passionate about sharing her knowledge of Fairfield County as the best place to live, work, play, and raise a family, drawing on her unique experiences from both local and international living.



Client Testimonials

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Polly took incredible care of our family as we navigated the challenging situation of moving across the country with an infant. The Connecticut housing market is complex and competitive, and we would have been lost without Polly's guidance and insight. We cannot recommend her services as a real estate agent highly enough! Polly was incredibly patient as we navigated an unfamiliar market, but what truly stood out was her role as our advocate. She is deeply knowledgeable and refreshingly candid; she told us exactly what we needed to hear to make an informed decision, rather than just telling us what we wanted to hear or what was necessary to make a deal. This honesty was invaluable in guiding us to the perfect home and making our home buying experience as seamless as possible. If you want a realtor who is professional, transparent, and truly has your best interests at heart, look no further than Polly. We are so happy we purchased a home in Ridgefield with her help!
- Bennett, Ridgefield CT


We cannot recommend Polly highly enough! We were tasked with finding a home in a beautiful new town while still living in California, and Polly made what could have been a stressful process feel seamless. Her persistence was unmatched; she didn't stop until she found the perfect property for us. Polly is incredibly organized and detailed, ensuring that every aspect of the transaction was handled with precision. Despite the distance, she was a fantastic communicator, always keeping us in the loop and making us feel like we were her top priority. Beyond her professional skills, she is a genuine pleasure to work with. If you want an agent who is dedicated, thorough, and kind, look no further than Polly!

- Shayne, Wilton, CT


We were searching for houses from across the country, which could have been incredibly stressful, but Polly made the entire process feel seamless. She was always quick to respond, incredibly honest, and consistently kept us updated every step of the way. Her advice was thoughtful and clearly she had our best interests in mind. Polly went above and beyond—she FaceTimed us through properties, met with random family members on our behalf, and made sure we never felt out of the loop despite the distance. We fully trusted her, and that trust absolutely paid off. The experience turned out better than we could have hoped for. If you’re looking for a real estate agent who is dedicated, communicative, and truly cares, Polly is the one.

- Nikki, Wilton, CT


We recently purchased a home in Ridgefield and could not have done it without Polly. Polly is truly the BEST real estate agent. She searched endlessly for us in the very competitive Fairfield County market, while we resided in California. She made the home buying experience completely effortless for us, and held our first home buyers hands throughout the entire process. Polly is honest, authentic, and will not steer you wrong. She treated us as if she was searching for a home for a family member, always keeping our best interest at the forefront. She also knew exactly what it would take for us to get a home, so be sure to listen to her guidance! She is VERY well versed in the Fairfield county area, knew all of the neighborhoods, and had great insight into what it’d be like to live in certain neighborhoods. Thank you Polly, we are so grateful for all that you did for our little family to make our first home buying experience flawless.

- Diana, Ridgefield, CT


Polly was an amazing realtor and trusted resource during our home buying experience. She understood our wants/needs and sourced some great houses in our desired towns. Polly’s experience helped us win our home after a multi offer situation! We are so happy! 

- Madeleine & Roger, Weston CT


We loved working with Polly! She was so attentive and very patient with us along our house shopping journey! She was very communicative and highly informative, we trusted her and her advice every step of the way and we ended up purchasing an amazing home. We couldn’t have done it without Polly! 


- Nina & Niklas, Fairfield, CT


Polly is one of a kind, she has been so generous with her time, and has helped me to navigate the ups and downs of the Fairfield County housing market. I would say she's not only an expert in her field, but her honest approach is so refreshing and reassuring. All in all, she had and still has my best interest throughout our search for a lovely place to live!
-Abby, Darien, CT

As first time home buyers in difficult market conditions, my wife and I needed a real estate agent who could advise us through each step of the process and Polly was the perfect partner for us. Her expertise and great attitude made a daunting process fun and enjoyable! Throughout our search she was extremely responsive, a great listener, gave honest feedback and shared her vast knowledge of the market and the Fairfield County area. When it came time to make offers, Polly guided us to make smart yet competitive offers and ultimately land our dream home in a highly sought after neighborhood in Norwalk.We highly recommend Polly to anyone looking for their dream home! 
- David & Eleanor, Norwalk, CT


"Polly was amazing!  We were out-of-state when we decided to put our home on the market.  Polly walked us through all the steps necessary to get our home on the market early in the spring selling market. She researched all the comps and came up with a very fair listing price which would give us the best chance to sell above listing. Polly got our home staged and on the market in our absence.  She was right about all the info she gave us and our home in Weston sold in 4 days with 7 offers above asking! Polly’s calm and reassuring personality was a comfort during this stressful process.  We could not have done this without Polly's support and willingness to roll up her sleeves to help make our sale so successful.  We would highly recommend Polly to anyone looking to sell their home!" 

- Alison & David, Weston, CT


"We chose Polly as someone we trusted completely to represent us and our home. After our first meeting, we knew she had a terrific handle on the current market conditions and was plugged into the real-time pricing dynamics. Our house was a bit of a unicorn and didn’t have many direct comps, so we followed Polly’s guidance to a T. Five days after listing, we had multiple offers above the ask - and a signed contract. Everything that followed, including the closing, went off without a hitch. Without hesitation, we’d recommend Polly as a stellar agent." 

- Paula & Paul, Westport, CT

"Polly was the perfect agent for us. Honest, accommodating, and not too "sales-y"... she quickly learned what we liked and did not like, refining our search accordingly. We never felt pressured throughout the process even though we were looking in a very competitive market. In fact, she often pointed out things that we would not have noticed or taken into consideration as first-time home buyers - which we were very appreciative of. My wife and I would highly recommend working with Polly!" 

- David & Erica, Wilton, CT

"After spending several months looking for our first home on our own, we met Polly at an open house and instantly felt a connection. Polly helped us narrow our search perimeter, gathered key background knowledge on properties, and opened the doors of dozens of homes for us to see. We appreciated her patience, dedication, and professionalism during our search process. She is also a natural with kids and our two young boys loved looking at houses with her! When we finally found “the one” Polly coached us on making a smart offer and went to work on our behalf. It was truly because of her that we secured our dream, forever home, which received many offers in Ridgefield, CT.

- Larissa & Mike, Ridgefield, CT

"When making a big financial decision, you want someone who is a good listener, exhibits patience, while also providing the best advice to secure a home. Polly remained calm and confident during a tough buyers’ market with little inventory, and we in turn stayed positive through the entire process. As first-time home buyers, we secured a house that received multiple offers. I would recommend Polly to anyone looking to buy or sell a home."
-
Michelle & Sean, Fairfield, CT

"Buying a house in CT when you live in CA is a fairly daunting scenario. With limited time to look for homes, Polly streamlined the search to a relevant handful that met my needs and specificities. Always accessible, super friendly and unbelievably knowledgeable, Polly helped me find the perfect home and then went to work on my behalf as I headed back across the country. She made herself available for multiple site visits and inspections while I was in another state altogether and was extremely communicative from offer to closing. I could not have asked for a better partner to walk me through this challenging process."
-
Craig, Wilton, CT

"My husband and I recently purchased a beautiful home in North Stamford, CT and we couldn’t have done it without the expertise and professionalism of Polly Sykes. We were purchasing during the very difficult pandemic market with homes selling within hours with multiple bids & bidding wars. I am certain that without the negotiation skills and experience that Polly brought to the table, helped us to navigate the market, we would not have been able to successfully purchase the home we wanted. Most importantly, she really cared about helping find the right place for us. She was always available and didn’t care how much time she spent or how many homes she showed us, she just wanted to make sure that we were happy in the end -- a trait that’s hard to come by. I would highly recommend their services for anyone looking to purchase a home in Connecticut." -

Marla & Matthew, Stamford CT

★★★★★
"I can't say enough good things about Polly and could not recommend her more. She helped us navigate buying a house during a crazy market, bringing new strategies and POVs to help us ultimately buy our dream home. The thing that stood out most with Polly was how much she listened to us - learning our style, hopes & dreams for a home and each time (and there were a lot of times in our search!) helped point out when those could be realized in a home. She understands the buyer but also deeply understands the market, which was so important as the market changed significantly across our search. Her patience was so key as she made us feel comfortable taking our time, passing on houses that didn’t feel right, helping us figure out the right strategies for the market - knowing what a big decision this was for us. For us, these moments were just as important as the time that they nailed it and we stepped into the house we ended up buying."
-
Colleen & Colin, Westport, CT



Polly Sykes’ Transactions

Past Sales
an aerial view of a house with a yard

$4,500,000

6
Bedrooms
8,891
Square Feet
2.83
Acres
a view of a house with a garden

$2,675,000

6
Bedrooms
5,733
Square Feet
3.43
Acres
$2,655,000 | 304 Bayberry Lane, Westport, CT 06880

$2,655,000

4
Bedrooms
5,192
Square Feet
2.08
Acres
a front view of a house with a yard and trees

$2,595,000

5
Bedrooms
5,236
Square Feet
2.87
Acres
$2,451,000 | 127 Easton Road, Westport, CT 06880

$2,451,000

5
Bedrooms
5,766
Square Feet
2
Acres
a view of a backyard with sitting area

$2,350,000

5
Bedrooms
5,879
Square Feet
5.65
Acres
a front view of a house with yard and green space

$2,100,000

5
Bedrooms
4,784
Square Feet
2.01
Acres
front view of a house with a yard

$1,730,000

5
Bedrooms
4,117
Square Feet
2
Acres
a front view of a house with a yard

$1,640,000

6
Bedrooms
6,519
Square Feet
2
Acres
$1,475,000 | 27 Forest Road, Weston, CT 06883

$1,475,000

4
Bedrooms
3,772
Square Feet
2
Acres
a front view of a house with garden

$1,425,000

4
Bedrooms
2,644
Square Feet
1
Acres
a front view of a house with garden

$1,400,927

4
Bedrooms
2,489
Square Feet
1
Acres
a front view of a house with a garden

$1,300,000

3
Bedrooms
2,060
Square Feet
0.22
Acres
a view of a house with a yard

$1,275,000

4
Bedrooms
2,713
Square Feet
2
Acres
a front view of a house with a yard and garage

$1,100,000

4
Bedrooms
2,917
Square Feet
1.02
Acres
$1,050,000 | 24 North Valley Road, Ridgefield, CT 06877

$1,050,000

5
Bedrooms
4,643
Square Feet
2.02
Acres
$1,020,000 | 64 High Noon Road, Weston, CT 06883

$1,020,000

4
Bedrooms
2,758
Square Feet
2.03
Acres
Past Rentals
$40,000 | 50 Sylvan Road North, Westport, CT 06880

$40,000

7
Bedrooms
10,959
Square Feet
3
Acres
a front view of a house with a yard

$6,500

3
Bedrooms
2,596
Square Feet
0.36
Acres
$3,600 | 17 East Hills Drive, New Canaan, CT 06840

$3,600

4
Bedrooms
1,554
Square Feet
a brick house with a yard

$3,000

1
Bedrooms
784
Square Feet
0.62
Acres
$3,000 | 3 A Lost Lodge Road, Westport, CT 06880

$3,000

1
Bedrooms
784
Square Feet
0.62
Acres
a front view of a building

$3,000

1
Bedrooms
1,000
Square Feet