Luxury homes for sale & real estate in 21921, MD

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ABOUT THIS HOME
Luxury Home for sale in 21921, MD:
If you're looking for seclusion and privacy, you've found it in this custom home on a 4.19 acre lot in the Fair Hill area. Glen Brook Woods is a community of 7 custom homes on a private cul-de-sac. As soon as you step inside, you can feel the quality and craftmanship that went into this home. All of the living areas have an abundance of natural light, so it feels like you are living with nature. The main level features the open kitchen/dining/living areas with cathedral ceilings, gas fireplace and hardwood floors. The gourmet kitchen has a gas range, microwave, dishwasher, beautiful wood cabinets, granite counterops and a breakfast bar. Just off the open living area is a sunroom with doors

$925,000

4 beds3.5 baths4,649 sq ft

Indoor exercise pool • Gourmet kitchen • Sunroom

39 Glen Brook Dr, Elkton, MD 21921

(302) 733-7000

FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in 21921, MD:
Welcome to your private waterfront paradise on the Elk River! In a stunning setting on 30+ acres, the home beckons those seeking serenity and an abundance of land to call their own. A former Christmas tree farm, the property ranges from mature forest with towering trees, to sprawling, tillable meadows, to marshland, a beach area with huge potential, and the Elk River a short distance from the expanse of the Chesapeake. Not in an HOA, and has the potential to be an amazing vacation rental. You'll love the house, designed with an abundance of glass to maximize the views of the sprawling landscape and the bay beyond. It's an Acorn Deck House (learn more at deckhouse. com), which has it's own w

$1,459,000

5 beds2.5 baths2,322 sq ft

31.66 acre lot • 4 garage spots • Pool

85 Green Haven Dr, Elkton, MD 21921

(717) 425-6264

FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in 21921, MD:
Situated on nearly 8 private acres backing to Big Elk Creek, this extraordinary custom estate offers nearly 8,000 square feet of luxurious living space, resort-style outdoor amenities, and a level of craftsmanship and attention to detail rarely found in today's market. Extensively renovated in 2012, nearly every component of the home was upgraded, including windows, doors, electrical, plumbing, masonry, driveway, fencing, and more. Throughout the home you'll find solid walnut interior doors, professional-grade Viking appliances, 100% spray foam insulation, geothermal heating and cooling, a 600-amp electrical service, and five HVAC systems, all of which have been replaced or substantially up

$1,950,000

5 beds5 baths7,793 sq ft

Private acres • Custom estate • 7.94 acre lot

36 Appleton Rd, Elkton, MD 21921

(410) 287-8080

FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in 21921, MD:
Exceptional opportunity to own a private equestrian estate situated on approximately 91+ acres just minutes from the Chesapeake Bay, marinas, and waterfront amenities. Surrounded by mature woods, open pasture, and riding areas, this unique property offers tremendous potential for horse enthusiasts, boarding operations, training facilities, multi-generational living, or a private country retreat. The main residence features 4 bedrooms, 2 full baths, multiple living areas, two kitchens, and approximately 2,300 square feet of living space, creating excellent flexibility for extended family, guest accommodations, or separate living quarters. A large wraparound deck overlooks the peaceful settin

$1,950,000

2 beds2 baths2,436 sq ft

Open pasture • Mature woods • Riding areas

99 E Lewis Shore Rd, Elkton, MD 21921

(410) 287-8080

ABOUT THIS HOME
Luxury Home for sale in 21921, MD:
This waterfront property offers incredible potential and a rare opportunity to create something truly special. The home experienced storm damage several years ago, and while significant improvements have already been completed, the property is still in the process of being renovated and will require additional work to finish. Recent updates include all new windows, new siding, a new roof, a new dishwasher, and a newly built deck. The basement has been completely gutted and is ready to be finished. The home offers a spacious layout with unique features, including a primary bedroom with a loft and sliding glass doors that open to the deck, providing beautiful natural light and a relaxing conn

$1,400,000

4 beds3.5 baths4,185 sq ft

New siding • Newly built deck • New dishwasher

38 Osprey Way, Elkton, MD 21921

(717) 344-5950

Property at Pulaski Hwy, Elkton, MD 21921

$1,100,000

Land11.75 acres (lot)

Pulaski Hwy, Elkton, MD 21921

(410) 398-9200

Property at 6-48 Shade Tree Ln, Elkton, MD 21921

$1,000,000

Land6.65 acres (lot)

6-48 Shade Tree Ln, Elkton, MD 21921

(410) 287-1260

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ABOUT THIS HOME
Luxury Home for sale in 21921, MD:
Step inside this distinctive converted 1830s boathouse at 85 Dune Drive and experience a waterfront retreat where timeless materials and thoughtful craftsmanship create a truly special setting. Beautiful stonework and striking wood detailing bring warmth and character to every room, while graceful arched windows and generous picture windows frame ever-changing views across the North East River. The memorable kitchen and dining area invite lingering mornings and lively dinners—imagine sitting at the kitchen table with your coffee, then opening the double doors to welcome the fresh breeze as the water gently laps against your private, sandy beach. Outside, beautiful stone patios provide

$985,000

1 bed1 bath1,410 sq ft

Converted boathouse • Private beach • 190 foot dock

85 Dune Dr, North East, MD 21901

(610) 869-8711

ABOUT THIS HOME
Luxury Home for sale in 21921, PA:
A Rare 5.5 Acre Country Estate with Pond, Stream & Equestrian Potential Discover a one of a kind country estate set on 5.5 scenic acres with a spring fed pond, meandering stream, and your own private footbridge — a setting rarely found in southern Chester County. This property offers privacy, natural beauty, and spacious indoor living, making it an exceptional opportunity for anyone seeking a peaceful retreat with room to roam. Inside, the home features 4 bedrooms and 2.5 baths, including a master suite with French doors opening directly to views of the pond, stream, and surrounding landscape. The suite includes a walk in closet with built ins and a jetted soaking tub, plus a gl

$1,250,000

4 beds2.5 baths2,695 sq ft

Master suite • Meandering stream • Spring fed pond

161 Chrome Rd, Nottingham, PA 19362

(610) 444-9090

ABOUT THIS HOME
Luxury Home for sale in 21921, MD:
Property is listed as Farm - MLS# MDCC2008110 Land - MLS# MDCC2008112 Residential - MLS# MDCC2022552

$3,900,000

— beds— baths2,239 sq ft

102.64 acre lot • Built 1900 • Listed 22 days

424 Bailiff Rd, North East, MD 21901

(410) 398-9200

ABOUT THIS HOME
Luxury Home for sale in 21921, MD:
This beautifully renovated triplex in North East presents a rare investment opportunity. Located at 322 E. Cecil Ave. , the property has been meticulously updated from top to bottom, including all major mechanical systems, appliances, utilities, and interior finishes. It is truly turnkey and ready for immediate occupancy or rental, featuring high-end, durable finishes such as tile and quartz, a brand-new, property-wide fire sprinkler system and a Maryland Lead-Free Certificate. The lower level consists of two separate units, each offering 2 bedrooms, 1.5 bathrooms, a full kitchen, dining area, and living room. One of the lower units has been thoughtfully designed with accessibility features

$899,500

8 beds5 baths2,984 sq ft

Renovated triplex • In-unit laundry • 0.38 acre lot

322 E Cecil Ave, North East, MD 21901

(410) 287-8080

READY TO BUILD

ABOUT THIS HOME
Luxury Home for sale in 21921, DE:
This grand estate home features an open foyer, front and rear stairs, two-story family room. The impressive kitchen incorporates a nook with many windows and an oversized island, making it perfect for entertaining. The massive owner's suite includes a sitting room, dressing area, dual walk-in closets, luxury bath with garden tub, and separate vanities. The Plaza also includes a "princess suite", a first floor study and mudroom. Options include a morning room, sunroom and elevator.

$904,990

4 beds3.5 baths4,569 sq ft

Open foyer • Owner's suite • Sitting room

The Plaza Plan, Middletown, DE 19709

Listing provided by Zillow

READY TO BUILD

ABOUT THIS HOME
Luxury Home for sale in 21921, DE:
This stunning luxury home boasts 4,180 SF bringing grandeur to family living. Featuring a two-story foyer and family room, the Rittenhouse offers a spacious kitchen and breakfast area, formal living and dining rooms and a first floor study. The spacious owner's suite has dual walk-in closets, luxury bath with soaking tub and separate linen and water closets. Options include a sunroom, morning room, mud room, loft area above the family room and an elevator.

$859,990

4 beds2.5 baths4,180 sq ft

Dual walk in closets • First floor study • Luxury bath

The Rittenhouse Plan, Middletown, DE 19709

Listing provided by Zillow

Property at The Philadelphian Grand Plan, Middletown, DE 19709, 4 beds, 3.5 baths

$864,990

4 beds3.5 baths4,400 sq ft

The Philadelphian Grand Plan, Middletown, DE 19709

Listing provided by Zillow

Property at 627 Doctor Miller Rd, North East, MD 21901, 4 beds, 4.5 baths

$950,000

4 beds4.5 baths4,556 sq ft

627 Doctor Miller Rd, North East, MD 21901

(410) 398-9200

Property at 1455 Cayots Corner Rd, Chesapeake City, MD 21915, 4 beds, 4 baths

$19,900,000

4 beds4 baths— sq ft

1455 Cayots Corner Rd, Chesapeake City, MD 21915

(302) 654-6500

Property at 2956 Frazer Rd, Newark, DE 19702, 3 beds, 2 baths

$896,900

3 beds2 baths2,400 sq ft

2956 Frazer Rd, Newark, DE 19702

(302) 571-8855

Property at 1343 Bohemia Mill Rd, Middletown, DE 19709, 4 beds, 4.5 baths

$5,100,000

4 beds4.5 baths4,650 sq ft

1343 Bohemia Mill Rd, Middletown, DE 19709

(302) 449-1422

Property at 273 Abbotsford Dr Unit PHILADELPHIAN GRAND, Middletown, DE 19709, 4 beds, 3.5 baths

$864,990

4 beds3.5 baths4,400 sq ft

273 Abbotsford Dr Unit PHILADELPHIAN GRAND, Middletown, DE 19709

(888) 543-4829

Property at 273 Abbotsford Dr Unit RITTENHOUSE, Middletown, DE 19709, 4 beds, 2.5 baths

$859,990

4 beds2.5 baths4,569 sq ft

273 Abbotsford Dr Unit RITTENHOUSE, Middletown, DE 19709

(888) 543-4829

Property at 1630 Old Baltimore Pike, Newark, DE 19702

$1,200,000

Land14.73 acres (lot)

1630 Old Baltimore Pike, Newark, DE 19702

(302) 299-1100

Property at 0 Piney Creek Ln, 5, North East, MD 21901

$949,000

Land39.79 acres (lot)

0 Piney Creek Ln, 5, North East, MD 21901

(302) 285-5100

Luxury Homes for Sale in 21921

There are currently 7 luxury homes for sale in 21921 at a median listing price of $375K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21921 stay on the market for 38 days and receive 2 offers. This map is refreshed with the newest listings in 21921 every 15 minutes.

In the past month, 44 homes have been sold in 21921. In addition to houses in 21921, there were also 0 condos, 22 townhouses, and 2 multi-family units for sale in 21921 last month. Find your dream home in 21921 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 21921 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21921. If you're looking to sell your home in the 21921 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21921 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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