$750,000

beds

baths

half bath

6,812

square ft

29463 Windy Hill Circle

Delmar, Maryland 21875

Price Change / MLS #MDWC2019628 / Single Family / Delmar

Listing information updated 2/26/2026 at 3:41pm

Welcome to Your Private Retreat on Windy Hill! Tucked away at the end of a quiet cul-de-sac, this stunning 6-bedroom executive home sits on 1.75 acres of beautifully wooded land, bursting with ornamental and fruit trees , including apple, weeping cherry, crepe myrtle, hydrangea, azalea, rhododendron, daffodils, foxglove, and more. In the spring, the property transforms into a vibrant garden paradise. The backyard is your personal oasis, featuring a gorgeous in-ground pool with water features, a fully equipped poolside bar and outdoor kitchen, big-screen TV, and two spacious storage closets. The pool has been recently updated with a brand-new pump and liner, ready for summer enjoyment. Inside, the home offers over 5,000 sq ft of living space, with an additional 1,700 sq ft walk-out in-law suite with a private entrance, mini kitchen, updated bath, and modern flooring, perfect for guests or multi-generational living. The main level boasts an updated kitchen with granite countertops, breakfast bar for 8+, modern flooring, and expansive windows overlooking the property and the brand-new Trex deck. The vaulted-ceiling living room with a gas fireplace is warm and inviting, complemented by a sun-filled formal sitting room with bay windows. You'll find two primary suites, one on the main level and one upstairs. The upper-level primary suite features hardwood floors, crown molding, a spacious walk-in closet (plus two additional closets), and a luxurious ensuite bath with jetted tub, new shower, and upgraded fixtures. Additional highlights include: Updated powder room with swan faucet and wainscoting, dual-sink secondary upstairs bath, two brand-new A/C units, and an established welcoming neighborhood. Whether you're entertaining by the pool, relaxing in one of the expansive living areas, or enjoying the peaceful wooded setting, this home offers a rare blend of elegance, comfort, and outdoor beauty. Professional pictures to follow

Full Features

Architecture Style:

Colonial

Exterior Type:

Exterior Lighting,Gutter System,Lawn Sprinkler,Outbuilding(s),Water Fountains

Basement:

Fully Finished,Rear Entrance,Walkout Level

Beds Above Grade:

Cooling System:

Central A/C, Ceiling Fan(s), Zoned

Heating System:

Central, Forced Air, Solar - Active, Zoned

Appliances:

Built-In Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Refrigerator, Stainless Steel Appliances, Stove, Washer, Water Heater

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Yes

Age:

22 Years

Roof Type:

Architectural Shingle

Parking Type:

Asphalt Driveway,Paved Parking,Private

Parking Spaces:

Garage:

Garage

Water Front:

Square Feet:

6,812

Lot Size:

76230.00 Square Feet

Acreage:

1.75

Internal Features:

Bathroom - Stall Shower, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Ceiling Fan(s), Chair Railings, Crown Moldings, Combination Kitchen/Living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Island, Kitchen - Eat-In, Kitchen - Table Space, Pantry, Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Window Treatments, Wood Floors

Taxes & Assessments

Tax Amount:

$5,819

Tax Year:

2024

Assessments:

$175 / year

Location

Zip Code:

21875

City:

Delmar

County:

Wicomico

Schools

School District(s):

WICOMICO COUNTY PUBLIC SCHOOLS

Elementary School:

N/A

Middle School:

Delmar

High School:

N/A

Architecture Style:

Colonial

Exterior Type:

Exterior Lighting,Gutter System,Lawn Sprinkler,Outbuilding(s),Water Fountains

Basement:

Fully Finished,Rear Entrance,Walkout Level

Beds Above Grade:

Cooling System:

Central A/C, Ceiling Fan(s), Zoned

Heating System:

Central, Forced Air, Solar - Active, Zoned

Appliances:

Built-In Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Refrigerator, Stainless Steel Appliances, Stove, Washer, Water Heater

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Yes

Age:

22 Years

Roof Type:

Architectural Shingle

Parking Type:

Asphalt Driveway,Paved Parking,Private

Parking Spaces:

Garage:

Garage

Water Front:

Square Feet:

6,812

Lot Size:

76230.00 Square Feet

Acreage:

1.75

Internal Features:

Tax Amount:

$5,819

Tax Year:

2024

Assessments:

$175 / year

Zip Code:

21875

City:

Delmar

County:

Wicomico

School District(s):

WICOMICO COUNTY PUBLIC SCHOOLS

Elementary School:

N/A

Middle School:

Delmar

High School:

N/A

Listing Office: Berkshire Hathaway HomeServices PenFed Realty

Listing Office Phone: 410.524.7000

Disclaimer: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc.