50 Overton Road

The home

About this home

Amazing Opportunity to live in Highly Desirable Castle Reach! Situated on a Beautifully Landscaped, Level 1-acre lot with a RARE 4-CAR Attached Garage, this Meticulously Maintained Home features an Incredible, PRIVATE MULTIGENERATIONAL FLEX WING (added in 2019). Complete with Hardwood Floors, a Kitchenette, a 3/4 Bath, and custom built-ins, this standout space is perfect for an In-Law Suite, Guest Wing and Private Home Office. The main home's 1st floor features an Entertainer’s Dream Kitchen and adjacent Family Room, both boasting Brand-New Modern HW Flooring. The Chef’s Kitchen is fully equipped with an adjacent butler's pantry, 48” Viking Range Top with Grill and Exterior Exhaust Hood, Double Convection Wall Ovens, Wine Fridge and all New Appliances in 2025. The seamless flow is complemented by a Formal Dining Room and 1st Floor Office. Upstairs, the Spacious Primary Suite features Vaulted Ceilings and a Large Walk-In Closet with custom built-ins, alongside a convenient 2nd floor laundry room. Extending your living space is a Recently Finished Lower Level complete with a cozy Electric Fireplace. Step out to a Private Backyard Oasis featuring an expansive 15x40 Brick Patio, the ultimate setup for outdoor entertaining with plenty of fenced flat yard left over for a future pool. Bathrooms have been beautifully updated with brand-new, stylish vanities. Additional details include an Irrigation System and a Kohler Standby Generator for absolute peace of mind. A rare find combining space and extensive modern updates in a Premier Neighborhood!

Property information

Details at a glance

Plan your purchase

Estimated monthly cost

Explore costs at the $1,209,000 asking price. Adjust the assumptions to your situation.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Listing history

Price and status timeline

No additional listing history is available for public display.

Compare with confidence

Price & market context

See how this home compares with active listings in Windham.

Active city listing statistics from PrimeMLS as of September 12, 2026. Asking prices are not completed-sale values.

Keep exploring

Similar homes nearby

Same city and within 25% of the asking price, matched by property type and bedroom count when available and ranked by size and price.

$1,200,000

8 Bear Hill Road, Windham, NH 03087

4 beds · 3 baths · 3,943 sq ft

Single Family Residence

$1,200,000

15 Northland Road, Windham, NH 03087

4 beds · 3 baths · 4,232 sq ft

Single Family Residence

$1,090,000

1 Telo Road, Windham, NH 03087

4 beds · 3 baths · 3,900 sq ft

Single Family Residence

Common questions

About 50 Overton Road