Darlene Winegardner, REMAX Executive

09/13/2026

JUST LISTED and OPEN HOUSE...200 Church St, Chester, MD
Sunay, 9/20, 12 - 2 pm. Your Island Getaway Is Waiting! Dreaming of a cozy home where life feels a little more relaxed and every season brings something to look forward to? This charming 2/3-bedroom Island home may be just what you’ve been waiting for! Start your mornings—or wind down your evenings—on the inviting front porch, where you can swing with the little ones, rock to your favorite playlist, and enjoy the laid-back Island lifestyle. Inside the spacious living room features a wood stove, creating the perfect spot for cozy winter nights. The bright, well-appointed kitchen offers a center island, granite countertops, stainless steel appliances, abundant cabinetry, and a pantry—plenty of room for preparing family meals or entertaining friends. Just off the kitchen, the screened porch is ready for three-season enjoyment. Imagine crab feasts with family and friends, relaxing evenings, or cheering on your favorite team while enjoying the crisp fall air! Outside, the huge, privately fenced rear yard offers plenty of space for the kids to play, pets to roam, or everyone to gather. Multiple sheds provide convenient storage for all your crabbing, fishing, boating, and outdoor gear. Upstairs, you’ll find two spacious bedrooms plus a walk-up attic with endless possibilities. Use it for additional storage, a home office, hobby space—or transform it into an additional bedroom to suit your needs. Whether you’re looking for a year-round home, a weekend retreat, or your own slice of Island living, this one offers comfort, space, charm, and plenty of potential at a great price. PLUS...the boat ramp is just 2 mins away which means fresh seafood is what's for dinner! Come see it for yourself—this Island gem won’t last long! https://darlenewinegardner.remax.com/property/382-MDQA2018584-200-church-street-chester-MD-21619
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08/27/2026

🏡✨ Congratulations, Will & Maddy Loveless! ✨🏡

Please join us in congratulating Will & Maddy on the successful sale of their beautiful Kent Island home — $10,000 over list price!

What makes this celebration even more special is the faith and trust Will and Maddy have carried throughout this journey. They are two of the most humble people, and they truly trusted that our Lord and Savior would guide them to where they were meant to be. 🙏

Their beautiful home, complete with a rare and desirable dry basement, was exactly what their buyers had been searching for all the way from the West Coast. We are so grateful that this home found the right new owners, and they couldn't be happier with their purchase!

Maddy & Will, thank you from the bottom of our hearts for trusting Adam Witt, GoRasal Lending, and me to be part of such an important chapter in your lives. It has been a privilege to help you navigate this transition and work toward making your dream home a reality.

We are incredibly thankful for the opportunity to serve you and celebrate this exciting new beginning with you! 🏡❤️

And the best part… Dream Home pictures to come! 😉✨

Congratulations, Will & Maddy — we couldn't be happier for you!
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08/26/2026

Darlene Got It SOLD...Continued Success!
Join us in congratulating Richard McKenzie and Lori Stergiou in the sale of this investment property in Cape St. Claire, Annapolis! Thanks Rich & Lori for having faith we could get this one done!! , , , , , , , , , , , , , , , , , , , , , , ,

07/23/2026

What are people saying...

07/22/2026

Proud to support our Hidden Gems!

07/08/2026

JUST LISTED...Home for Rent in Fairlee, Kent County! $2,500/month Adorable home just waiting for your family. 3Brs, 2 baths, spacious living room and kitchen with separate laundry. Primary bedroom and private bath are separate from the two addition bedrooms. Large deck and shed are also included. Contact me today for a personal tour!

07/07/2026

JUST LISTED...406 Holly Dr, Annapolis...Nestled in the highly sought-after Hillsmere community—one of Annapolis' premier waterfront neighborhoods—this charming home offers access to an exceptional array of amenities, including a private beach, boat ramp, community pool, playground, and more. This 3-bedroom, 1.5-bath residence features a full, partially finished basement, a spacious screened porch perfect for relaxing or entertaining, ample off-street parking, and a beautifully landscaped, fenced yard with mature trees and plantings. Enjoy the best of coastal living in one of the area's most desirable communities. Contact me today for a personal tour! , , , , , , , , , , , , , REMAX Executive,

06/30/2026

Darlene Does It Again; Consistent Success! Join us in congratulating Matt Lalumiere and Regan Delaney on the purchase of their waterfront home on the South River in Annapolis!

It's been an exciting season for Matt, who recently completed the prestigious Newport to Bermuda Race alongside his dad, competing against more than 200 sailing teams and finishing on June 27. Next up: the wedding!

As if that weren't enough, Matt and Regan are also renovating both their waterfront home and the charming guest house at the water's edge. This dynamic couple has a lot to celebrate, and we couldn't be happier for them as they embark on this exciting new chapter. Congratulations, Matt and Regan!

We'd also like to congratulate the Davis Family who lived in this home since 1983. Thanks Carolyn Hawley for the opportunity to work with you and Thanks to Mark Weesner for the referral!! , , , , , , , , , , , , , , REMAX Executive

06/22/2026

06/05/2026

NEW LISTING!
OPEN HOUSE TIME, Sunday, June 7th, 12:00 - 2:00pm

101 Birch Road, Stevensville, MD 21666
Chesapeake Estates

4 Bedrooms
3 Bathrooms
Full Finished Basement
Water Privileged Community with Playground

Welcome Home to 101 Birch Road, Stevensville, MD!

Nestled in a sought-after water-privileged community, this beautifully updated 4-bedroom, 3-bathroom home offers the perfect blend of comfort, style, and space.

Step inside to discover an open-concept floor plan designed for modern living and effortless entertaining. The spacious main living areas flow seamlessly together, featuring updated finishes and thoughtful touches throughout. Whether you're hosting holiday gatherings, game nights, or casual get-togethers, there's plenty of room for family and friends to enjoy.

The fully finished basement provides additional living space, perfect for a recreation room, home office, gym, guest suite, or all of the above. With four generously sized bedrooms and three full bathrooms, everyone has room to spread out and feel at home.

Outside, you'll find a large backyard with endless possibilities for outdoor entertaining, gardening, play, or simply relaxing in your own private retreat.

Residents enjoy access to community amenities including water privileges and a neighborhood playground, making this an ideal place to enjoy the Chesapeake Bay lifestyle.

Conveniently located near local shopping, dining, schools, and commuter routes, this exceptional home offers everything you've been looking for and more.

Don't miss your opportunity to make 101 Birch Road your new home!

For more information on this property or others,
Contact Darlene Winegardner,
REMAX Executive, 410-991-1456
Website - darlenewinegardner.remax.com
Email - [email protected]

Listing Information: https://darlenewinegardner.remax.com/property/382-MDQA2017448-101-birch-road-stevensville-MD-21666
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