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.


$6,499,000

5 beds

7 baths

6,189 sqft

775 Sasco Hill Road, Fairfield, (Sasco), CT, 06824

$4,200,000

5 beds

4 baths

4,866 sqft

153 Birch Road, Fairfield, (Beach), CT, 06824

$3,500,000

4 beds

4 baths

3,200 sqft

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

$3,395,000

5 beds

6 baths

8,192 sqft

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

Price Reduced

$3,245,000

5 beds

5 baths

6,195 sqft

5 Middlesex Road, Darien, CT, 06820

$2,900,000

372 Rowland Road, Fairfield, (Beach), CT, 06824

New Listing

$2,895,000

4 beds

6 baths

6,252 sqft

171 Paddock Hill Lane, Fairfield, (Greenfield Hill), CT, 06824

$2,749,000

5 beds

5 baths

3,750 sqft

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

$2,650,000

4 beds

5 baths

5,394 sqft

3007 Redding Road, Fairfield, (Greenfield Hill), CT, 06824

Coming Soon

$2,495,000

5 beds

7 baths

7,004 sqft

58 Fanton Hill Road, Weston, (Lower Weston), CT, 06883

Upcoming Open House

$2,299,000

4 beds

4 baths

2,950 sqft

96 Clinton Street, Fairfield, (Beach), CT, 06824

Coming Soon

$2,250,000

3 beds

3 baths

2,381 sqft

125 Battery Park Drive, Bridgeport, (Black Rock), CT, 06605

View All Office Listings