
Land with Home for Sale in Delmar, Maryland
29463 Windy Hill Cir, Delmar, MD 21875
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
Location
- Street address
- 29463 Windy Hill Cir
- County
- Wicomico County
- Community
- Shadow Hills
- School district
- Wicomico County Public Schools
- Elevation
- 34 feet
Property details
- Acreage
- 1.75 acres
- MLS #
- TREND MDWC2019628
- Posted
Property taxes
- Recent
- $5,819
Expenses
- Home Owner Assessments Fee
- $175 annually
Details and features
Listing
- Type
- Residential
- Franchise
- Berkshire Hathaway Home Services
Exterior
- Parking Spaces
- 11
- Parking
- Attached Garage, Driveway
- Pool
- Private
Structure
- Style
- Colonial
- Stories
- 3
- Heating
- Central, Forced Air, Solar, Zoned
- Cooling
- Ceiling Fan(s), Central Air
- Materials
- Batts Insulation, Stick Built, Vinyl Siding
Interior
- Rooms
- Basement, Bathroom x 5, Bedroom x 6, Dining Room, Family Room
- Fireplaces
- Yes
- Appliances
- Built-In Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Refrigerator, Stainless Steel Appliances, Stove, Washer, Water Heater
- Features
- Breakfast Area, Built-Ins, Ceiling Fan(s), Chair Railings, Combination Kitchen/Living, Crown Moldings, Dining Area, Eat-In Kitchen, Entry Level Bedroom, Family Room Off Kitchen, Island Kitchen, Open Floor Plan, Pantry, Recessed Lighting, Stall Shower Bathroom, Table Space Kitchen, Tub Shower Bathroom, Upgraded Countertops, Walk-In Closet(s), Walk-In Shower Bathroom, Window Treatments, Wood Floors
Property utilities
| Category | Type | Status |
|---|---|---|
| Power | Solar | Connected |
Nearby schools
| Name | Type | District |
|---|---|---|
| Delmar | Middle | Wicomico County Public Schools |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Feb 27, 2026 | Price drop | $750,000 | $15,000 -2% | TREND |
| Feb 20, 2026 | Relisted | $765,000 | — | TREND |
| Feb 10, 2026 | Listing removed | $765,000 | — | Listing agent |
| Nov 11, 2025 | Price drop | $765,000 | $10,000 -1.3% | TREND |
| Oct 31, 2025 | Price drop | $775,000 | $14,900 -1.9% | TREND |
| Oct 15, 2025 | Price drop | $789,900 | $10,099 -1.3% | TREND |
| Sept 12, 2025 | New listing | $799,999 | — | TREND |






























































































