Sign up to get new listings emailed daily! JOIN SIGN IN
Debbie Carr
REALTOR®
VCard Icon 

27 High Street , Guilford, ME 04443

$230,000
  • Main Photo

121 Total Photos [Click to View All]

New to the Market Active
BEDS4 BATHS1 full 1 partial SQUARE FEET2,380 MLS#1672660
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

Welcome to a Truly Rare Opportunity in the Heart of Guilford -- a Stunning and Remarkably Flexible Home that was Formerly a Doctor's Office. Stately and Iconic, This Early 1900 Dutch Colonial Stands Proudly Along High Street in Guilford and Sits Way Back from the Road Offering a Privacy, A White House Lawn Type Presence,Timeless Architecture, Egg and Dart Crown Modeling, Birds Eye Maple Hardwood Flooring, Two Big Picture Windows, Two Glassed-in Porches,Thoughtful Updates, and Exceptional Flexibility. From the Moment You Enter the Entryway, You're Greeted by an Open Foyer with a Graceful Central Staircase Leading to Four Upstairs Bedrooms & a Full Bath.The First Floor Features a Double Parlor with a Door to the Circular Drive, Living Windows Overlooking the Huge Front Yard and Period Trim--Perfectly Complemented by a Beautifully Converted Woodstove Insert in the Fireplace that Blends Historic Charm with Modern Comfort.A Half Bath and Laundry Area/Mud Room (Future Full Bath?) Add Convenience on the Main level, along with a Dining room, Fully Applianced Kitchen w/SS Appliances, and a Sunroom Off the Back and a Sunroom off the Spacious Living Room.The Paved Circular & Rear Driveways Provide Ample Parking Both in Front and Back. Also included is a Storage Blg&Carriage House with Attached Garage--Renovate These Buildings or Build New-Perfect for Professional Services, Remote Work, or Business Ownership Right at Home.A 24 Hour Gym with the ATV & Snowmobile Trail System is Right Next Door, Making This Ideal for Bed&Breakfast. There is an Organic Horse Powered Farm Stand,Restaurants,Grocery Store,Library Within Walking Distance and the Public Boat Launch on the Piscataquis River, Sebec Lake & Hiking Trails Nearby. This is a Rare Opportunity to Own an Elegant Historic Home with Built-in Residential, Commercial & Recreational Versatility in the Heart of Town. Call Today for a Private Showing!

27 High Street | MLS# 1672660

This single family home located at 27 High Street , Guilford, ME 04443 is currently listed for sale with an asking price of $230,000. This property was built in 1918 and has 4 bedrooms and 1 full and 1 partial baths with 2380 sq. ft. Search Guilford real estate on debracarr.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Bulkhead, Interior Entry, Full, Unfinished
Basement: Yes
Garage: 2
Heating: Oil, Wood, Baseboard, Hot Water, Other, Wood Stove
Home Style: Dutch Colonial
Lot Size: 2.67 Acres
Roof Type: Shingle
Taxes: $4,822
Year Built: 1918

Feature Descriptions

Amenities: Attic, Bathtub, Clubhouse, Main Level, Shower, Storage
Appliances: Dishwasher, Microwave, Electric Range, Refrigerator
Electric: Circuit Breakers
Equipment: Internet Access Available, Satellite Dish
Exterior: Wood Frame, Asbestos
Flooring: Carpet, Tile, Vinyl, Wood
Foundation: Poured Concrete
Lot: Intown, Near Golf Course, Neighborhood, Level, Open Lot, Sidewalks
Parking: Paved,21+ Spaces, On Site, Detached
Road Surface: Paved
Sewer: Public Sewer
Special View Info: Scenic
SQ FT Above Grade: 2380
SQ FT Below Grade: 0
Total Rooms: 10
Water: Public

Room Sizes

Bedroom 3: 10 X 13 Level - Second
Kitchen: 11 X 12 Level - First
Dining Room: 11 X 13 Level - First
Sunroom: 7 X 10 Level - First
Living Room: 12 X 22 Level - First
Family Room: 13 X 19 Level - First
Sunroom: 9 X 12 Level - First
Bedroom 2: 10 X 12 Level - Second
Bedroom 4: 7 X 10 Level - Second
Primary Bedroom: 13 X 16 Level - Second

Listed By / Shown By

Listed By

Agency Name: Vacationland Realty
Agent Name: Jean Jenkins
Agency Phone: 207-745-4522

Shown By

Agent Name: Debbie Carr
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

IDX logo

TOUR THIS HOME

Choose a date and time to see 27 High Street , Guilford, ME 04443.
I will get in touch with you shortly.

Request a Showing
Choose your video chat app
  • Thursday July 23
  • Friday July 24
  • Saturday July 25
  • Sunday July 26
  • Monday July 27
  • Tuesday July 28
  • Wednesday July 29
  • Thursday July 30
  • Friday July 31
  • Saturday August 1
  • Sunday August 2
  • Monday August 3
  • Tuesday August 4
  • Wednesday August 5
  • Thursday August 6
  • 7:00 AM
  • 7:30 AM
  • 8:00 AM
  • 8:30 AM
  • 9:00 AM
  • 9:30 AM
  • 10:00 AM
  • 10:30 AM
  • 11:00 AM
  • 11:30 AM
  • 12:00 PM
  • 12:30 PM
  • 1:00 PM
  • 1:30 PM
  • 2:00 PM
  • 2:30 PM
  • 3:00 PM
  • 3:30 PM
  • 4:00 PM
  • 4:30 PM
  • 5:00 PM
  • 5:30 PM
  • 6:00 PM
  • 6:30 PM
  • 7:00 PM
  • 7:30 PM
  • 8:00 PM
  • 8:30 PM
  • 9:00 PM
Preferred Communication Method

Estimate Your Payment

Estimated Payment

$ 980.80 per month $511.88 Principal & Interest $401.83 Property Tax $67.08 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 07/22/2026. The listing information on this page last changed on 07/22/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 07/22/2026 12:02:20 AM EST) or MLSPIN MLS (last updated Tue 07/21/2026 11:38:24 PM EST) or Prime MLS (last updated Tue 07/21/2026 11:33:17 PM EST) or MREIS (last updated Tue 07/21/2026 11:55:21 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.



Listing data is derived in whole or in part from the Maine IDX & is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.© 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

Privacy Policy / DMCA Notice / ADA Accessibility

Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


Login to My Homefinder

Pixel