71 Deerwood Hollow, Chester, NH, 03036 | $799,000

Tucked at the end of a quiet cul-de-sac, and one of just two homes in the enclave, this beautifully updated 4-bedroom, 4-bath home offers a rare combination of privacy, space, and flexibility—set on over 2 acres. Extensively improved by the current owners, this home delivers true peace of mind with major recent upgrades including a new roof, new garage doors, updated lighting, new flooring, fresh interior paint, and a new water filtration system—allowing you to move in and enjoy from day one. The layout is thoughtfully designed for today’s lifestyle. A first-floor bedroom offers ideal flexibility for guests, multi-generational living, or a dedicated home office. The main living area is anchored by a wood-burning fireplace, adding warmth and character to the space. The primary suite features its own private bath with radiant heated flooring, creating a comfortable retreat at the end of the day. A standout feature is the expansive bonus space with a ¾ bath, offering excellent potential for an in-law setup, extended living space, or future ADU possibilities (buyer to perform due diligence). Looking for even more room to grow? The walk-up third-floor attic presents a rare opportunity to easily expand—perfect for a home gym, media room, or additional living space. Outside, enjoy the serenity of your private 2+ acre setting, ideal for entertaining or relaxing—complete with a pool table that stays, making this home as fun as it is functional. With significant upgrades already completed, a flexible floor plan, and room to expand, this home offers both immediate comfort and long-term value. Exterior photo digitally enhanced in hopes of Spring!

Features

  • Rooms: 8
  • Bedrooms: 4
  • Baths: 1 full / 2 three-quarter / 1 half
  • Style: Cape
  • Year Built: 1993
  • Garage: 2-car Garage
  • Heating: Oil,Hot Water,Wood Stove
  • Cooling: Central AC
  • Basement: Full,Unfinished
  • Approx Sq. Feet: 2,863
  • Acreage: 2.86
  • Est. Taxes: $11,379
  • Lot Desc: Country Setting,Landscaped,Subdivision,Neighborhood
  • Elem. School: Chester Academy
  • Middle School: Portsmouth Middle School
  • High School: Pinkerton Academy
  • School District: Chester Sch District SAU #82
  • MLS#: 5079925
  • Website: https://www.raveis.com
    /prop/5079925/71deerwoodhollow_chester_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 5/10/2026

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KD Kling - Kling Donegan TeamLuxury Properties Specialist

203.871.7348

KD.Kling@raveis.com

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Kevin DeTullioVP, Mortgage Banker / Production Manager, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 1724767

203.305.5736

Kevin.DeTullio@Raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
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  • Is in constant contact with a full processing, underwriting, and closing staff to ensure an efficient transaction

Brian SkellyVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 793093

203.415.2989

Brian.Skelly@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
  • Offers you pre-approval in minutes!
  • Provides a guaranteed closing date that meets your needs
  • Has access to hundreds of loan programs, all at competitive rates
  • Is in constant contact with a full processing, underwriting, and closing staff to ensure an efficient transaction

Diane PadelliInsurance Sales Director, William Raveis Insurance

203.444.0494

Diane.Padelli@raveis.com

Our Insurance Division:

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71 Deerwood Hollow, Chester, NH, 03036

$799,000

KD Kling - Kling Donegan Team

Luxury Properties Specialist

William Raveis Real Estate

Phone: 203.871.7348

KD.Kling@raveis.com

Kevin DeTullio

VP, Mortgage Banker / Production Manager

William Raveis Mortgage, LLC

Phone: 203.305.5736

Kevin.DeTullio@Raveis.com

NMLS Mortgage Loan Originator ID 1724767

Brian Skelly

VP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 203.415.2989

Brian.Skelly@raveis.com

NMLS Mortgage Loan Originator ID 793093

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $639,200 $639,200 $639,200
Term 360 months 360 months 180 months
Initial Interest Rate** 5.875% 6.250% 5.375%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.324% 6.398% 5.614%
Monthly Tax Payment $948 $948 $948
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $3,781 $3,936 $5,180
Total Monthly Payment $4,821 $4,976 $6,220

* 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.