Leave a Message
Thank you for your message. We will be in touch with you shortly.
Explore Our Properties

Property Description

Experience the perfect blend of timeless Maine charm and refined craftsmanship in this extraordinary waterfront home on the crystal-clear shores of Bear Pond. Architecturally designed with meticulous attention to detail, this one-of-a-kind property offers an exceptional lakefront lifestyle on 3.16 private acres with an impressive 200 feet of prime waterfrontage. Step inside and discover the quintessential Maine lake home, where warm, inviting spaces are paired with elegant finishes and outstanding functionality. The heart of the home is a chef's kitchen featuring abundant custom cabinetry, generous workspace, and an adjoining dining area designed to accommodate family gatherings and entertaining with ease. The spacious living room is anchored by a floor-to-ceiling stone fireplace and flows seamlessly to a large screened porch, creating the perfect setting to enjoy peaceful mornings & summer evenings An additional fireplace room offers endless flexibility as a study, library, family room, or cozy den. A grand staircase leads to the second floor, where you'll find a spacious guest bedroom, full bath, and an inviting gathering area. The luxurious primary suite is a private retreat complete with a generous bedroom, dedicated sitting room or study, walk-in closet, and an elegant bath featuring a walk-in shower. Every inch of this remarkable home has been thoughtfully designed to maximize space and functionality, with custom built-ins throughout that provide exceptional storage while maintaining clean, uncluttered living areas. Guests will enjoy their own beautifully appointed accommodations above the detached 2 car garage/barn. This charming two-bedroom apartment offers an open-concept layout, spacious living area, and the same exceptional quality and attention to detail found in the main residence--ideal for extended family, friends, or potential rental income. Surrounded by 2.75 acres of beautifully private grounds and boasting 200 feet of exceptional waterfront.

Overview

Property Status
Active Under Contract
Lot Size
3.16 Acres
MLS ID
1674179
Property Type
Residential
Year Built
2004

Features & Amenities

Total Area
3,810 Sq.Ft.
Architecture Styles
Other
Water Frontage
Boat Slip, Lake/Fresh Water
View Description
Scenic, Trees/Woods
Garage Spaces
2.0
Water Source
Private, Well
Roof
Metal
Lot Features
Near Town, Rural, Level, Rolling Slope, Wooded
Parking
Gravel, 5 - 10 Spaces, On Site, Garage Door Opener, Detached, Heated Garage
Heat Type
Electric, Propane, Wood, Hot Water, Radiant, Wood Stove
Air Conditioning
Central Air
Laundry Room
Upper Level
Appliances
Cooktop, Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
Other Interior Features
Bathtub, In-Law Floorplan, Pantry, Shower, Walk-In Closet(s), Primary Bedroom w/Bath
Sewer
Septic Design Available, Septic Tank
Substructure
Poured Concrete
Security Features
Security System
Sales Price
$2,100,000
Real Estate Tax
$7,875/yr
Zoning
Shoreland

Downloads

258 Bear Pond Road

Schedule a Tour

We would love to help you see this beautiful home! As a full-service brokerage, we can help you tour. Please submit an offer, and answer questions about the buying process.

Thank you

for your interest in 258 Bear Pond Road, Waterford, ME 04088

258 Bear Pond Road
Navigate
258 Bear Pond Road
explore in 3d

Mortgage Calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.
$0,000 Your Payment 20 15 65
$0,000 Your Payment

I'm Interested In

258 Bear Pond Road

or
  • CallJudy Oberg

    License #003499

    (207) 838-0059
  • Active Listings

    Featured Properties

    • Aerial view of Colonial Mast Campground’s wooded shoreline and docks beside a lake in Naples, Maine. For Sale

      $9,800,000

      1 Colonial Mast Road

      1 Colonial Mast Road, Naples, ME 04055

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 4 Beds
      • 1 Bath
      • 11,154 Sq.Ft.
    • Aerial view of a wooded 15-acre parcel outlined in yellow beside roads and commercial buildings. For Sale

      $3,250,000

      323 Portland Road

      323 Portland Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • 9 Johns Cove For Sale

      $2,290,000

      9 Johns Cove

      9 Johns Cove, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 2 Baths
      • 1,248 Sq.Ft.
    • 258 Bear Pond Road Active Under Contract

      $2,100,000

      258 Bear Pond Road

      258 Bear Pond Road, Waterford, ME 04088

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 4 Beds
      • 4 Baths
      • 3,810 Sq.Ft.
    • 38 Cedar Drive For Sale

      $1,100,000

      38 Cedar Drive

      38 Cedar Drive, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 2 Baths
      • 1,928 Sq.Ft.
    • Two-story wood-sided home with a metal roof, covered porch, and attached garage among autumn trees. For Sale

      $999,900

      11 Camp Loop Lane

      11 Camp Loop Lane, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 4 Beds
      • 3 Baths
      • 1,632 Sq.Ft.
    • 56 Main Street For Sale

      $629,000

      56 Main Street

      56 Main Street, Harrison, ME 04040

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 4,485 Sq.Ft.
    • Modern lakeside home with a wood deck overlooking a tree-lined lake and dock slips. For Sale

      $599,000

      Lot 7 Camp Loop Lane

      Lot 7 Camp Loop Lane, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • Brown-sided building with a pink metal roof at the end of a wooded driveway. For Sale

      $595,000

      12 Bramble Road

      12 Bramble Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 2 Baths
      • 1,987 Sq.Ft.
    • 43 Main Street For Sale

      $550,000

      43 Main Street

      43 Main Street, Harrison, ME 04040

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Baths
      • 3,936 Sq.Ft.
    • Beige two-story house with a two-car garage, covered porch, and long wooden ramp beside a gravel driveway. For Sale

      $549,000

      152 Leach Hill Road

      152 Leach Hill Road, Casco, ME 04015

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 3 Baths
      • 1,792 Sq.Ft.
    • 154 Allen Road For Sale

      $525,000

      154 Allen Road

      154 Allen Road, Denmark, ME 04022

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 2 Baths
      • 2,112 Sq.Ft.
    • 13 Top Hill Road For Sale

      $479,900

      13 Top Hill Road

      13 Top Hill Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 2 Baths
      • 1,560 Sq.Ft.
    • 0 Stevens Cove Road For Sale

      $429,000

      0 Stevens Cove Road

      0 Stevens Cove Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • 133 Hio Ridge Road Active Under Contract

      $429,000

      133 Hio Ridge Road

      133 Hio Ridge Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 1 Bath
      • 2,361 Sq.Ft.
    • 40 Hawk Mountain Road For Sale

      $415,000

      40 Hawk Mountain Road

      40 Hawk Mountain Road, Waterford, ME 04088

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 3 Baths
      • 1,500 Sq.Ft.
    • 201 Portland Road Active Under Contract

      $400,000

      201 Portland Road

      201 Portland Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 1,500 Sq.Ft.
    • 31 Wykes Lane For Sale

      $399,900

      31 Wykes Lane

      31 Wykes Lane, Baldwin, ME 04024

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 2 Beds
      • 1 Bath
      • 816 Sq.Ft.
    • Lot 8 Isaac Stevens Road For Sale

      $399,900

      Lot 8 Isaac Stevens Road

      80 Isaac Stevens Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 2 Baths
      • 1,148 Sq.Ft.
    • Modern lakeside home with a deck, docks, and pine trees along the shore. Active Under Contract

      $399,000

      Lot 1 Camp Woodlands Road

      Lot 1 Camp Woodlands Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • 74 Isaac Stevens Road For Sale

      $389,900

      74 Isaac Stevens Road

      74 Isaac Stevens Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 2 Baths
      • 1,288 Sq.Ft.
    • 148 Lake House Road For Sale

      $360,000

      148 Lake House Road

      148 Lake House Road, Naples, ME 04055

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 2 Beds
      • 2 Baths
      • 1,420 Sq.Ft.
    • Gray single-story home on a wooded lot, with an excavator beside it and unfinished ground in front. For Sale

      $349,900

      54 Middle Ridge Road

      54 Middle Ridge Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 2 Baths
      • 1,188 Sq.Ft.
    • Single-story home in a forest clearing, with virtually added skirting and front stairs. For Sale

      $349,900

      58 Swamp Road

      58 Swamp Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 2 Baths
      • 1,188 Sq.Ft.
    • Red clapboard house with white trim, front shrubs, and a detached outbuilding beside a gravel drive. Active Under Contract

      $339,000

      48 Kansas Road

      48 Kansas Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 2 Baths
      • 1,142 Sq.Ft.
    • 0 Holden Hills For Sale

      $334,900

      0 Holden Hills

      0 Holden Hills, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 2 Beds
      • 1 Bath
      • 864 Sq.Ft.
    • 220 Knights Hill Road For Sale

      $329,000

      220 Knights Hill Road

      220 Knights Hill Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 2 Baths
      • 1,268 Sq.Ft.
    • Beige ranch home with a dark metal roof, front porch, and detached two-car garage. For Sale

      $325,000

      26 Smith Street

      26 Smith Street, Waterford, ME 04088

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 2 Beds
      • 1 Bath
      • 1,040 Sq.Ft.
    • 11 Harrison Road For Sale

      $317,000

      11 Harrison Road

      11 Harrison Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 1 Bath
      • 1,368 Sq.Ft.
    • 586 Plains Road For Sale

      $289,000

      586 Plains Road

      586 Plains Road, Harrison, ME 04040

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 4 Beds
      • 2 Baths
      • 1,932 Sq.Ft.
    • Lot #13A Staples Road For Sale

      $275,000

      Lot #13A Staples Road

      Lot #13A Staples Road, Waterford, ME 04088

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • Aerial view of a cleared wooded property amid colorful autumn forest, with a green-roofed outbuilding and distant hills. For Sale

      $250,000

      665 N High Street

      665 N High Street, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • Bridgton welcome sign beside a wooded roadside. For Sale

      $250,000

      Lot29A Portland Road

      Lot29A Portland Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • 273 Hardscrabble Road For Sale

      $225,000

      273 Hardscrabble Road

      273 Hardscrabble Road, Sweden, ME 04040

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • 94 Buswell Road Active Under Contract

      $215,000

      94 Buswell Road

      94 Buswell Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 3 Beds
      • 1 Bath
      • 1,700 Sq.Ft.
    • 0 Fosterville Road For Sale

      $199,999

      0 Fosterville Road

      0 Fosterville Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • 18 Forest Avenue For Sale

      $199,900

      18 Forest Avenue

      18 Forest Avenue, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

      • 2 Beds
      • 1 Bath
      • 1,030 Sq.Ft.
    • Lot 9 Bear Pond Road For Sale

      $199,000

      Lot 9 Bear Pond Road

      Lot 9 Bear Pond Road, Waterford, ME 04088

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • Lots 2,3,4 Olde Colony Lane For Sale

      $160,000

      Lots 2,3,4 Olde Colony Lane

      Lots 2,3,4 Olde Colony Lane, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • 0 N High Street For Sale

      $135,000

      0 N High Street

      0 N High Street, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • Lot 7C Split Rock Lane For Sale

      $135,000

      Lot 7C Split Rock Lane

      Lot 7C Split Rock Lane, Waterford, ME 04088

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • 0 Winterberry Lane Active Under Contract

      $129,000

      0 Winterberry Lane

      0 Winterberry Lane, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • Lot 15-3B Sweden Road For Sale

      $72,500

      Lot 15-3B Sweden Road

      Lot 15-3B Sweden Road, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • Lot 3 Olde Colony Lane For Sale

      $69,900

      Lot 3 Olde Colony Lane

      Lot 3 Olde Colony Lane, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • Lot 4 Olde Colony Lane For Sale

      $65,000

      Lot 4 Olde Colony Lane

      Lot 4 Olde Colony Lane, Bridgton, ME 04009

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    • Lot 6A-2 Split Rock Lane Active Under Contract

      $50,000

      Lot 6A-2 Split Rock Lane

      Lot 6A-2 Split Rock Lane, Waterford, ME 04088

      Listing Courtesy of Oberg Insurance & Real Estate Agency, Inc.

    View All Properties

    Follow Us On Instagram