About Skylar Smith

Sales Associate - Fairfield/Southport Main Office
2525 Post Road, Southport, CT 06890

Email: Skylar.Smith@Raveis.com | Cell: 203.705.9099

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With a deep-rooted knowledge of Fairfield County's most desirable communities, Skylar Smith is a trusted real estate professional known for delivering exceptional results in the luxury market. Specializing in high-end properties, Skylar combines market expertise, strategic marketing, and a keen eye for detail to help clients navigate every step of the buying and selling process with confidence.

Whether representing distinctive estates, waterfront homes, or timeless colonials, Skylar understands that luxury real estate is about more than just a transaction it's about lifestyle. By taking a personalized, client-first approach, he ensures each client's goals are met with discretion, professionalism, and care. As a proud resident of Fairfield, Connecticut, I bring an insider's perspective and deep local expertise, allowing me to guide clients with confidence through every aspect of the market.

Known for strong negotiation skills and an extensive network throughout Fairfield County, Skylar Smith consistently connects buyers with the right opportunities and positions sellers for maximum exposure and value. From first-time luxury buyers to seasoned investors, clients trust Skylar for insightful guidance, clear communication, and a seamless experience from start to finish.


Testimonials

"From day one, Skylar made us feel comfortable by walking us through the process of buying our first home. Through his various connections and market knowledge, we were able to secure several showings prior to houses hitting the open market, which eventually led to our offer accepted before the open house. I would recommend Skylar to all those in search of a home in Fairfield County as he will work tirelessly to find the right home for you."
The Robertsons (Fairfield, Ct)

"Working with Skylar was an exceptional experience from start to finish. Skylar guided us through every step of the process with professionalism, expertise, and genuine care. Their knowledge of the market, attention to detail, and strong communication made what could have been a stressful experience feel seamless and even enjoyable.

Skylar was always available to answer our questions, provide thoughtful advice, and advocate on our behalf. We truly felt like we had someone in our corner who had our best interests at heart. Thanks to Skylar's dedication and strategic approach, we achieved a fantastic outcome and couldn't be happier."
Leamy's (Fairfield)

"Skylar made our home buying/selling experience incredibly smooth and stress-free. Their knowledge, responsiveness, and attention to detail were outstanding, and we always felt confident we were in great hands. We truly appreciate everything Skylar did for us and would highly recommend him to anyone.

-The Steckleys"
Steckley's (Fairfield County)

"Our sellers agent, Skylar Smith, with the support of William Raveis did an excellent job selling our home. He provided great communication, care, knowledge and support through the entire process. We highly recommend Skylar to anyone buying or selling their home. Five stars!"
Joseph Vigorito (Fairfield, CT)

$3,650,000

4 beds

4 baths

3,271 sqft

24 Spriteview Avenue, Westport, (Saugatuck Shore), CT, 06880

$3,500,000

4 beds

4 baths

3,200 sqft

345 Old Dam Road, Fairfield, (Beach), CT, 06824

New Listing

$3,395,000

5 beds

6 baths

8,192 sqft

91 Turkey Hill Road South, Westport, (Greens Farms), CT, 06880

Upcoming Open House

Price Reduced

$3,345,000

5 beds

5 baths

6,195 sqft

5 Middlesex Road, Darien, CT, 06820

Upcoming Open House

New Listing

$2,749,000

5 beds

5 baths

3,750 sqft

550 Penfield Road, Fairfield, (Beach), CT, 06824

Upcoming Open House

$2,200,000

4 baths

9,088 sqft

179 Main Street, Monroe, CT, 06468

$2,195,000

4 beds

4 baths

3,126 sqft

187 Catherine Terrace, Fairfield, (Beach), CT, 06824

$2,099,000

5 beds

4 baths

5,158 sqft

165 Hemlock Hills Road South, Fairfield, (Greenfield Hill), CT, 06824

Price Reduced

$2,000,000

3 beds

4 baths

4,643 sqft

5060 Main Street, Stratford, CT, 06614

Upcoming Open House

$1,995,000

4 beds

4 baths

3,703 sqft

260 Range Road, Fairfield, (Southport), CT, 06890

$1,925,000

3 beds

4 baths

3,805 sqft

485 Westway Road, #485, Fairfield, (Southport), CT, 06890

$1,925,000

3 beds

4 baths

3,805 sqft

485 Westway Road, #485, Fairfield, (Southport), CT, 06890

View All Office Listings