153 Castle Hill Road, Windham, NH, 03087 | $825,000

Privately set on 1. 36 acres of beautifully curated, estate-like grounds, this custom-built Colonial is a rare offering that blends timeless architecture with refined comfort. Meticulously maintained and thoughtfully appointed, the home offers 4 bedrooms and 3 baths in one of Windham’s most desirable locations, close to top-rated schools, town amenities, and shopping. A dramatic family room welcomes you with vaulted beadboard ceilings and solar tubes that fill the space with natural light. At the heart of the home, the expansive eat-in kitchen is both elegant and functional, appointed with an oversized island, granite countertops, tile flooring, stainless steel appliances, vaulted ceilings, and custom cherry cabinetry. It flows seamlessly into a formal dining room with crown molding, ideal for gracious entertaining and holiday gatherings. A front-to-back living room with a gas fireplace offers warmth and sophistication, while the inviting three-season room with beautiful ship-deck flooring overlooks the lush backyard and provides a tranquil retreat. Upstairs, the spacious primary suite features hardwood floors, a walk-in closet, and a generous bath with a jetted tub. 3 additional bedrooms complete the second floor, including one with stairs to a separate sitting area perfect for a media lounge or homework space. Outdoors, mature landscaping, stone walls, and wooded surroundings create exceptional privacy around a stunning inground gunite pool. The expansive yard offers direct access to the woods, with Clyde Pond just 3 miles away for easy outdoor enjoyment. Additional amenities include an attached 2-car garage with adjacent storage, on-demand generator, irrigation system, and storage shed. Located within the acclaimed Windham school system and moments from the high school, middle school, elementary school, and town center, this distinctive property offers a lifestyle defined by luxury, privacy & convenience. Showings begin Friday, May 29th, 4: 00–6: 00pm at Open House.

Features

  • Rooms: 8
  • Bedrooms: 4
  • Baths: 2 full / 1 half
  • Style: Colonial
  • Year Built: 1979
  • Garage: 2-car Garage
  • Heating: Baseboard,Forced Air,Wood Stove
  • Cooling: Other
  • Basement: Concrete Floor,Full,Interior Stairs,Walkout,Basement Stairs
  • Approx Sq. Feet: 2,530
  • Acreage: 1.36
  • Est. Taxes: $11,447
  • Lot Desc: Country Setting,Landscaped,Level,Sloping,Trail/Near Trail,Wooded,Near School(s)
  • Elem. School: Golden Brook Elementary School
  • Middle School: Windham Middle School
  • High School: Windham High School
  • School District: Windham
  • MLS#: 5090826
  • Website: https://www.raveis.com
    /prop/5090826/153castlehillroad_windham_nh?source=qrflyer
©2026 New England Real Estate Network, Inc. All rights reserved.This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimMLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 5/30/2026
Listing courtesy of Coldwell Banker Realty - Portsmouth, NH   Phone: 603-334-1900
Listing Agent: Heidi Spencer

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Frank KolbSenior Vice President - Coaching & Strategic, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 81725

203.980.8025

Frank.Kolb@raveis.com

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153 Castle Hill Road, Windham, NH, 03087

$825,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Frank Kolb

Senior Vice President - Coaching & Strategic

William Raveis Mortgage, LLC

Phone: 203.980.8025

Frank.Kolb@raveis.com

NMLS Mortgage Loan Originator ID 81725

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $660,000 $660,000 $660,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.500% 6.125% 6.000%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.165% 6.259% 6.183%
Monthly Tax Payment $954 $954 $954
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $3,747 $4,010 $5,569
Total Monthly Payment $4,793 $5,056 $6,615

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.