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Kristina Hyland

Kristina Hyland
Real Estate Agent (Salesperson)
Chestertown MD

Salesperson (MD: 665817)

10 years experience

REALTOR® 4 Active Listings Serves Kent County, MD
View on Realtor.com

Contact Information

Brokerage
Coldwell Banker Chesapeake Real Estate

Office Website
Office Address
114 B S Cross St
Chestertown, MD  21620
(Kent County)
Office Phone
410-778-0333
Office Fax
410-778-9218
Mobile
410-725-9225
Email
kris****@************.com
Show Email for $5

Service Areas

Kennedyville: MD Massey: MD Betterton: MD Rock Hall: MD Edesville: MD Still Pond: MD Galena: MD Golts: MD Lynch: MD Butlertown: MD Worton: MD Chesapeake City: MD Charlestown: MD Colora: MD Childs: MD Earleville: MD Conowingo: MD North East: MD Elkton: MD Elk Mills: MD Perryville: MD Rising Sun: MD Port Deposit: MD Bainbridge: MD Cecilton: MD Warwick: MD Templeville: MD Marydel: MD Henderson: MD Millington: MD Barclay: MD Queen Anne: MD Chester: MD Kent Narrows: MD Price: MD Centreville: MD Queenstown: MD Chestertown: MD Kingstown: MD Tolchester: MD Fairlee: MD Georgetown: MD Church Hill: MD Crumpton: MD Stevensville: MD Sudlersville: MD Grasonville: MD Ingleside: MD Bethlehem: MD Choptank: MD Preston: MD Ridgely: MD Denton: MD West Denton: MD Hillsboro: MD Williston: MD Federalsburg: MD Goldsboro: MD Greensboro: MD McDaniel: MD Wye Mills: MD Easton: MD Newcomb: MD Neavitt: MD Oxford: MD Bozman: MD Claiborne: MD St. Michaels: MD Royal Oak: MD Cordova: MD Tilghman Island: MD Sherwood: MD Tilghman: MD Trappe: MD Wittman: MD

About Kristina Hyland

As your real estate agent I move fast and act faster!

After many years of not quite knowing what I wanted to be when I grew up I realize my passion is helping families buy and sell their homes and achieve their dreams When I decided to become a licensed real estate agent I decided my motto would be "Don't put things off later that you can do now!"

You want to see a house now I'm there! You want to see 15 homes in one day you got it! I like to make people happy some say it is a downfall I say its what makes me different from all the rest!

Born and raised in Pennsylvania I spent the summers at my grandparents' home in Rock Hall Maryland where I grew to love everything about the Eastern Shore it's in my blood! My family and I currently live in Millington with my husband Greg and our sons Lucas (17) Logan (11) and Owen (9)

As an avid hockey player I've learned to be a team player I enjoy people and everyone I meet becomes my new best friend! As a family we love to spend time boating and doing other water activities on the Chesapeake Bay I currently hold a seat as a dock captain for Great Oak Yacht Club! During the winter months you can find me on the ice hockey rink playing with the Delaware Bobcats playing center and acting as the team representative

Kent County, MD Real Estate Market Analysis (Single Family Homes)

$610,725
Avg. Listing Price
From Kristina's portfolio
3.5 / 2.5
Avg. Beds/Baths
Typical property size
2,219 sf
Avg. Square Footage
Interior living space
121
Active Listings
Current inventory

Kent County, Maryland represents one of the Eastern Shore's most distinctive real estate markets, where waterfront properties and rural estates define much of the landscape. With its strategic location along the Chesapeake Bay and proximity to major metropolitan areas, this market attracts both seasonal buyers seeking waterfront retreats and year-round residents drawn to small-town charm. The county's relatively compact size belies the complexity of its real estate dynamics, from historic properties in Chestertown to modern developments near Rock Hall.

What makes Kent County particularly intriguing is its blend of agricultural heritage and recreational appeal. The market here operates with just 96 total actively licensed agents, all of whom maintain email contact information, creating an unusually tight-knit professional community. This small agent population serves a diverse range of property types, from working farms and waterfront estates to historic downtown properties, requiring deep local expertise and specialized knowledge that larger markets often lack.

Major Kent County, Maryland Real Estate Markets

Chestertown serves as Kent County's primary real estate hub, anchored by Washington College and featuring a well-preserved historic district that attracts buyers seeking character properties. The town's waterfront location along the Chester River creates premium pricing for properties with water access, while inland neighborhoods offer more affordable options for first-time buyers and young professionals. Rock Hall, known as the "Pearl of the Chesapeake," represents the county's recreational boating market, where seasonal demand drives property values and rental income potential.

The rural areas between these towns encompass some of Maryland's most scenic farmland and estate properties, often featuring significant acreage and historic structures. Galena and Kennedyville serve smaller residential markets, while waterfront communities like Betterton appeal to buyers seeking quieter alternatives to busier Bay destinations. Each micro-market operates with distinct seasonal patterns, buyer demographics, and pricing structures that require intimate local knowledge to navigate successfully.

Market Dynamics and Geographic Complexity

Kent County's real estate market exhibits pronounced seasonality, with waterfront and recreational properties experiencing peak activity during spring and summer months. The limited inventory of waterfront parcels creates competitive conditions among buyers, while the agricultural preservation programs influence development patterns and property values. Surprisingly, the market has shown resilience during economic downturns, partly due to its appeal as a weekend and retirement destination for Washington D.C. and Baltimore metropolitan area residents.

The county's geographic isolation, while part of its charm, creates unique challenges for real estate professionals. Properties can vary dramatically in character and value within short distances, from million-dollar waterfront estates to modest farmhouses, requiring agents to understand multiple market segments simultaneously. This complexity, combined with the small agent population, means that local expertise and relationships carry exceptional value in successful transactions.

Why Businesses Need Kent County, Maryland Agent Contact Data

The concentrated nature of Kent County's real estate community makes direct agent contact information particularly valuable for service providers and vendors. With only 96 licensed agents serving the entire county, businesses can efficiently reach the complete market through targeted outreach, whether offering mortgage services, home inspection, insurance products, or construction services. The universal email availability ensures digital marketing campaigns can achieve complete market penetration with minimal waste.

For businesses targeting the luxury and waterfront segments, Kent County's agent network provides access to high-value transactions and affluent clientele. These agents frequently handle complex deals involving significant acreage, historic properties, or premium waterfront parcels, creating opportunities for specialized service providers. The tight-knit professional community also means that reputation and relationships carry particular weight, making direct communication essential for establishing credibility and building lasting business partnerships.

Current Property Listings

As of 2/17/2026, Kristina Hyland has 4 properties for sale in Chestertown and surrounding areas.

$59,000

Listed 2025-03-25

Old Morgnec Rd
Chestertown, MD  21620

Beds:
Baths:
Sq Ft:
Lot: 59,677 sf
Land Map
View Full Details

$298,000

Listed 2026-02-12

107 Oak Leaf Dr
Chestertown, MD  21620

Beds: 3.0
Baths: 2.5
Sq Ft: 1,947
Lot: 3,920 sf
Townhomes Map
View Full Details

$364,000

Listed 2025-09-30

8833 Georgetown Rd
Chestertown, MD  21620

Beds: 4.0
Baths: 2.0
Sq Ft: 1,625
Lot: 115,870 sf
Single Family Map
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$269,000

Listed 2025-10-17

318 Lincoln Dr
Chestertown, MD  21620

Beds: 3.0
Baths: 2.0
Sq Ft: 960
Lot: 21,344 sf
Single Family Map
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Current Property Rentals

As of 2/17/2026, Kristina Hyland has the following rental properties available in Chestertown and surrounding areas.

$1,600

Listed 2026-01-20

11149 Old Worton Rd
Worton, MD  21678

Beds: 3.0
Baths: 1.0
Sq Ft: 1,100
Apartment Map
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