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Cheryl Nightingale

Sotheby's International Realty
16 Closed Sales
$10.4M Total Value
$310K - $2M Price Range
$648.9K Average Price
Prior 5 years

About Cheryl

For nearly 40 years, Cheryl Nightingale has been trusted to guide clients through some of life's most significant decisions with discretion, confidence, and thoughtful representation.

Known for her calm professionalism and unwavering commitment to service, Cheryl believes luxury real estate is about far more than exceptional homes. It's about protecting her clients' privacy, preserving their lifestyle, and creating an experience that feels effortless from beginning to end.
Representing buyers and sellers throughout Cape Cod and Massachusetts, Cheryl specializes in private client representation, executive and military relocation, second homes, waterfront properties, and lifestyle-focused real estate. She understands that many clients value confidentiality as much as they value results, and she has built her business around trust, long-term relationships, and personalized guidance.

Cheryl built a successful career in international marketing and advertising, developing strategic campaigns for global audiences. Today, she combines that marketing expertise with nearly four decades of real estate experience to create tailored strategies that reflect each client's unique goals while showcasing properties with sophistication and purpose.

A lifelong believer in "Service Above Self," Cheryl is an active Rotarian whose philosophy extends well beyond community service. It defines the way she represents every client—with integrity, compassion, attention to detail, and a genuine desire to make every transition as seamless as possible.

Her professional credentials include the Certified Degree in Real Estate Excellence (CDE), Resort & Second Home Property Specialist (RSPS®), Senior Real Estate Specialist (SRES®), and Military Relocation Professional (MRP). She is also passionate about the Cape Cod lifestyle, with extensive knowledge of its private golf communities, waterfront neighborhoods, and coastal villages.

For Cheryl, success is never measured solely by the number of homes sold. It is measured by the confidence clients feel throughout the process, the relationships built long after closing, and the trust they place in her to protect what matters most.
Home Types: House, Townhouse, Condo, Lot/Land
Years of Experience: 39
Education: Degree of Excellence in Real Estate, Luxury & Executive Relocation, Concierge Service, Confidential Representation, and Upper Cape Intelligence

Transaction History

Seller Deals

Total Deals 1
Total Value $418,000
Average Sale Price $418,000

Seller Deals

Total Deals 3
Total Value $1,518,000
Average Sale Price $506,000
Price Range $418K - $675K

Buyer Deals

Total Deals 2
Total Value $1,265,000
Average Sale Price $632,500
Price Range $490K - $775K

Seller Deals

Total Deals 10
Total Value $5,978,000
Average Sale Price $597,800
Price Range $177K - $1.2M

Buyer Deals

Total Deals 6
Total Value $4,404,000
Average Sale Price $734,000
Price Range $310K - $2M

Production Over Time

5 Year View

Cheryl's Listings and Deals

Awards and Designations

  • Accredited Buyer Representative
  • E-Pro Designation
  • Military Relocation Specialist
  • Platinum Club
  • Resort & Second Home Specialist
  • Senior Real Estate Specialist
  • NAR - National Association of Realtors
  • ABR - Accredited Buyer Representative
  • e–PRO - Internet Professional
  • MRP - Military Relocation Professional
  • RSPS - Resort & Second-Home Property Specialist
  • SRES - SRES®, Seniors Real Estate Specialist

Other Experience

Military Families, Senior Communities, Luxury Homes, Relocation, International Buyers
Agent Photo

Cheryl Nightingale