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108 GLOUCESTER ROAD
About This Property
Set on a beautiful 1-acre wooded homesite, the home blends timeless appeal with extensive updates and exceptional pride of ownership. Meticulously maintained and move-in ready, it offers a wonderful balance of comfort and flexibility, with no homeowners association and room to enjoy the property on your own terms.
Inside, gleaming hardwood floors, fresh interior paint, modern light fixtures, and beautiful interior wood shutters throughout create a warm and refined atmosphere. The welcoming foyer opens to a formal living room or den and a separate dining room, providing inviting spaces for entertaining and everyday living. At the heart of the home, the updated kitchen features granite countertops, counter seating, and brand-new stainless steel appliances, complemented by an adjoining breakfast area and comfortable family room. Glass doors open to the new Trex deck, extending the living space outdoors and overlooking the peaceful, wooded backyard. A main-level powder room and convenient laundry and mudroom with storage connect to the two-car side-entry garage.
Upstairs, the spacious primary suite features a generous walk-in closet and a beautifully remodeled en-suite bath with a glass-enclosed tiled shower and built-in seat. Two additional bedrooms and office/bonus room offer flexibility for family, guests, or a home office. A beautifully remodeled hall bathroom with a tub and shower combination completes the upper level.
Outside, a spacious and flat backyard that is surrounded by mature trees creates a private, natural backdrop to enjoy throughout the seasons. The Trex deck is ideal for outdoor dining and relaxation, while a storage shed with built-in shelving provides additional storage. The expansive paved driveway offers ample parking, including additional space for your boat.
With its extensive updates, meticulous upkeep, generous acreage, and freedom from HOA restrictions, this Queen Anne Woods colonial offers the opportunity to settle in and enjoy the best of comfortable Eastern Shore living. Conveniently located off Bennett Point Road, with easy access to Route 50 and nearby boat ramps, this property combines a peaceful setting with everyday convenience.
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What does this mean?
Based on our analysis, the cap rate of this property is 1.25%. A negative cap rate indicates that the property might not be feasible as an income-producing asset. The median cap rate for a near zip code 11238 is 4.23%.
How much can I actually make?
Actual monthly rental income may vary between $4,760 and $7,140 depending on unit-specific characteristics. You can change the amount using the slider to further explore.
How is cap rate calculated?
Cap Rate = Net Operating Income (NOI) / Property Asset Value.
When calculating the cap rate, we assume 100% occupancy. Leverage (mortgage) is not considered.
Cap Rate provided by RealtyHop and RentHop, learn more about cap rate here.
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Oct 16, 2026 | Listed by Monument Sotheby's International Realty | $574,900 | |
| Listed by Monument Sotheby's International Realty | |||
| Jul 8, 2026 | In contract | - | |
| In contract | |||
| May 29, 2026 | Relisted | $599,999 | |
| Relisted | |||
| May 17, 2026 | No longer available | - | |
| No longer available | |||
| May 5, 2026 | Price Decreased |
$629,000
↓ $41K
(6.1%) | |
| Price Decreased | |||
Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017