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.


$12,000,000

7 beds

7 baths

8,119 sqft

260 Willow Street, Fairfield, (Southport), CT, 06890

New Listing

$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

Price Reduced

$2,699,000

3 beds

4 baths

4,643 sqft

5060 Main Street, Stratford, CT, 06614

$2,595,000

5 beds

5 baths

4,478 sqft

154 Gorham Road, Fairfield, (Sasco), CT, 06824

New Listing

$2,495,000

5 beds

7 baths

7,560 sqft

53 Singing Oaks Drive, Weston, CT, 06883

$2,300,000

4 beds

3 baths

4,037 sqft

126 Lalley Boulevard, Fairfield, (Beach), CT, 06824

$2,195,000

4 beds

4 baths

3,126 sqft

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

Price Reduced

$2,100,000

4 beds

5 baths

6,600 sqft

342 Greens Farms Road, Westport, (Greens Farms), CT, 06880

Coming Soon

$2,099,000

5 beds

4 baths

5,158 sqft

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

Upcoming Open House

$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