Polly Sykes Real Estate

Polly Sykes Real Estate Fairfield County Compass agent specializing in Weston, Westport, Wilton & Fairfield

Helping You Move Forward—Wherever Life Takes You

As a trusted Fairfield County Realtor, I bring a local’s knowledge, sharp negotiation skills, and a compassionate, client-first approach to every real estate journey. Backed by the innovative platform of Compass Connecticut, I specialize in helping growing families find their dream homes and Boomers/seniors confidently downsize or transition into the next phase of life. Whether you're buying your first home in Westport, relocating within Fairfield County, or preparing to list a beloved family property, I offer strategic guidance every step of the way. My background as a Certified Senior Advisor (CSA) and member of Compass Plus allows me to provide an elevated, personalized experience with discretion, empathy, and results.

🔹 Expertise:
• Residential Real Estate
• Senior Transitions & Downsizing
• Strategic Home Marketing & Negotiation
• Local Market Insight in Westport, Weston, Wilton, and Fairfield

Let’s connect if you’re looking for a Realtor who listens, advocates fiercely, and delivers with integrity.

📞 Call/text: 203-216-0621
📧 [email protected]
🌐 Learn more at Compass.com

3 transactions.2 clients.1 thing in common.Downsizing and simplifying.There is something special about helping people le...
08/30/2026

3 transactions.
2 clients.
1 thing in common.
Downsizing and simplifying.

There is something special about helping people let go of "more" to make room for what actually fits their life right now. Grateful to be trusted with these transitions. 💛

📲 if you are thinking about your next move - big or small. I'd love to chat!
203-216-0621

08/05/2026

19 Vineyard Lane Westport CT

Loved by one family for the last 50 years - and it shows. Sun-filled rooms, a backyard made for slow mornings, and the best walk in town to the Wakeman playing fields, school campus, Wakeman Farm and your new favorite cup of coffee ☕️. Some homes are just made to be lived in. This is one of them.

#06880

COMING SOON - One family. 50 years. One chapter ends and another begins. Lovingly maintained on a centrally located stre...
07/29/2026

COMING SOON - One family. 50 years. One chapter ends and another begins. Lovingly maintained on a centrally located street close to all that Westport has to offer.

Walk to Wakeman Town Farm and playing fields, school campus' and local favorite coffee shop Gruel Brittania. ☕️

Showings begin Thursday August 6th.

📍19 Vineyard Lane
Westport, CT

$1,425,000
5BR
2.5 Bath
2,598 square feet
1.24 acres

https://www.compass.com/homedetails/19-Vineyard-Ln-Westport-CT-06880/17JTOV_pid/?origin=listing_page&origin_type=copy_url&agent_id=64f8e101cac4120001329ef8

05/07/2026

Multi-generational living? Covered.
Private au pair or guest suite? Done.
Work, live, entertain — all in one exquisite home.

22 Cavray Road offers flexibility for the way you live.

Sasqua Hills, East Norwalk, CT
Asking Price $2,125,000
5 bedrooms, 5 full/1 half bath85 acres
7,862 Square feet

Contact me to see it all!

Big news — and an even bigger thank you. 🏡✨For the fifth consecutive year, RealTrends has named Compass the #1 independ...
04/10/2026

Big news — and an even bigger thank you. 🏡✨

For the fifth consecutive year, RealTrends has named Compass the #1 independent brokerage in the United States by sales volume!

But behind every number is a relationship. This business has always been about trust — and I don't take lightly the clients who choose to put theirs in me. Whether you were buying your first home, selling a place full of memories, or investing in your future, I'm deeply grateful you let me be part of that journey.

Here's to the people who make the milestone mean something. Thank you. 🙏

Imagine the pool open, the grounds in bloom, and a home with enough space to host everyone you love — from quiet morning...
03/25/2026

Imagine the pool open, the grounds in bloom, and a home with enough space to host everyone you love — from quiet mornings to milestone moments.

3 Deerwood Road is 6,000+ sq. ft. of classic Colonial on one of Westport's most sought-after streets. Cherished by a single family for 49 years, this is the kind of home that doesn't come to market often — and in a spring season where inventory is still running lean, that matters.

✔️ Entertainer's dream kitchen
✔️ Expansive great room with fireplace
✔️ Formal living and dining room
✔️ Primary suite with sitting room
✔️ Gunite pool on private, mature grounds

If this feels like someone you know, send this their way. 📩

Listed $3,475,000

Westport CT • Westport Real Estate •. Private Exclusive . Spring Market in Westport CT• Just Listed in Westport

Nothing means more than happy clients - thank you for the kind words and continued trust. Relocating from California.......
03/02/2026

Nothing means more than happy clients - thank you for the kind words and continued trust. Relocating from California....for these clients, patience and strategy paid off!

Set on one of Westport’s most desirable streets, 3 Deerwood Road offers over 6,000 sq. ft. of space, privacy, and potent...
12/02/2025

Set on one of Westport’s most desirable streets, 3 Deerwood Road offers over 6,000 sq. ft. of space, privacy, and potential. Expanded in 1988 and lovingly maintained by the same owner for 49 years, this classic Colonial is ready for its next chapter.

Light-filled rooms, an oversized kitchen footprint, a dramatic vaulted great room, flexible first-floor library/guest space, and four spacious bedrooms (including a large primary suite) provide incredible scale and versatility. With a finished attic, partial basement, and a gunite pool on mature, private grounds, it’s move-in comfortable with room to reimagine at your own pace.

All just one hour from NYC and moments to Compo Beach, Longshore, the train, schools, shops, and more.

Reach out for more information and to schedule a showing

☎️ 203 216 0621
📧 [email protected]

Another Competitive Home—Successfully Closed!This beautiful Wilton home received multiple offers, but my buyers—moving b...
10/13/2025

Another Competitive Home—Successfully Closed!

This beautiful Wilton home received multiple offers, but my buyers—moving back from California—are now thrilled to call it home.

Buyer demand remains strong. If you’re considering selling, now is the perfect time to start a conversation.

☎ 203 216 0621

Have you been thinking about moving but feel stuck because the right home just hasn’t shown up yet? There are thousands ...
10/01/2025

Have you been thinking about moving but feel stuck because the right home just hasn’t shown up yet? There are thousands of homes that sell off-market each year, and I can help provide you access to more possibilities. Stay ahead of the market and get closer to finding the perfect home.

Address

Weston, CT
06883

Telephone

+12032160621

Website

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