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$3,375,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 2 Full Baths
  • 4 Partial Baths
  • 5,336 Sq. Ft.
  • 0.87 Acres
  • 6 Car Garage
  • Updated 14 hours ago
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This exceptional east-facing Lake Winnipesaukee waterfront was extensively renovated in 2016 and offers one of the most desirable lakefront settings on Long Island. Tucked at the very end of a dead-end road, the property features 120 feet of exclusively owned shoreline, deep water docking, granite steps to a sandy bottom, perched beach, protection from boat traffic, & sunrise views. Inside the main home, the first floor is designed to maximize both views & entertaining. Hardwood floors run throughout this level. The spacious kitchen features an oversized island, stainless steel appliances abundant cabinetry. A gas fireplace anchors the living room, while sliders open to expansive wraparound deck overlooking the water. This level also includes a half bath, mudroom with built-ins, & an en-suite bedroom ideal for guests or first-floor primary living. Upstairs, the impressive primary suite offers a walk-in closet & bath with double vanities, walk-in tiled shower, soaking tub, & a private laundry room accessed through the bath. Three additional bedrooms share a full bathroom, while a dedicated gym/flex room & media room provide even more functional living space. Adding tremendous value is the detached 40x28 carriage house built in 2020. Featuring four garage spaces, two bedrooms, a ¾ bath, full kitchen, mini splits, & unfinished upper level, it creates endless possibilities for guest overflow, rental income, home business use, or multigenerational living. Outside, enjoy multiple levels of outdoor living including expansive decks, covered patio with hot tub, lakeside entertaining areas, and an attached two-car garage. With the ability to accommodate large groups or families & being sold fully furnished, this property also presents an opportunity for STR income with projected potential to net $200,000+ annually at full capacity. Whether you're seeking a primary, second home, or investment property, this is a rare chance to own a true waterfront compound in a low-tax town.

Full Property Details for 109 Leeward Shores Rd

General

  • Price: $3,375,000
  • Taxes: $14,830 (2025)
  • Status: Active
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5087214
  • Updated: Today (5/6/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 16
  • Interior Features: Bar, Blinds, Dining Area, Gas Fireplace, 1 Fireplace, Furnished, Hot Tub, Kitchen Island, Kitchen/Dining, Kitchen/Living, Primary BR w/ BA, Natural Light, Sauna, Security, Surround Sound Wiring, Vaulted Ceiling, Walk-In Closet, 2nd Floor Laundry
  • Fireplace: Yes
  • Appliances: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer, Tankless Water Heater
  • Flooring: Carpet, Hardwood, Slate/Stone, Tile, Vinyl Plank

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 2
  • 3/4 Bathrooms: 3
  • Half Bathrooms: 1
  • Bathroom 1: Bathroom Full, Level 2
  • Bathroom 2: Bathroom Full, Level 2
  • Bathroom 3: Bathroom Three Quarter, Level 1
  • Bathroom 4: Bathroom Half, Level 1

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Level 1
  • Primary Suite: Level 2
  • Bedroom 1: Level 2
  • Bedroom 2: Level 2

Other Rooms

  • Living Room: Level 1
  • Family Room: Family Room, Basement
  • Kitchen: Kitchen, Level 1
  • Office: Level 2
  • Exercise Room: Exercise Room, Level 2
  • Mud Room: Mudroom, Level 1

Additional Information

  • Equipment: Irrigation System, Smoke Detector, Standby Generator

Exterior

  • Exterior Features: Boat Slip/Dock, Deck, Hot Tub, Outbuilding, Patio, Private Dock, Sauna, Storage, Window Screens

Parking

  • Garage: Yes
  • Garage Spaces: 6
  • Parking: Auto Open, Direct Entry, Storage Above, Driveway, Garage, Other, Paved, Attached

Location

  • County: Carroll
  • Driving Directions: Route 25 to Moultonborough Neck Rd, keep right and cross Long Island Bridge after the marina, take first left onto Leeward Shores, property at end of road.

School Information

  • School District: Moultonborough SAU #45
  • Elementary School: Moultonborough Central School
  • Middle School: Moultonborough Academy
  • High School: Moultonborough Academy

Heating & Cooling

  • Cooling Type: Central AC, Mini Split
  • Heating Type: Propane, Baseboard, Forced Air, Mini Split

Utilities

  • Sewer: 1500+ Gallon, Leach Field, Septic Design Available

Structural Information

  • Construction Status: Existing
  • Basement Entrance: Walkout
  • Basement Desc.: Climate-Controlled, Concrete Floor, Exterior Access, Finished, Interior Access, Interior Stairs, Walkout
  • Roof: Asphalt Shingles
  • Stories/Levels: 3
  • Square Feet: 5,336
  • Finished Total: 5,336 Sq. Ft.
  • Finished Above Grnd: 4,420 Sq. Ft.
  • Finished Below Grnd: 916 Sq. Ft.
  • Year Built: 1985

Lot Features

  • Lot Size (Acres): 0.87
  • Lot Size (Sq. Ft.): 37,897
  • Frontage: Yes Road Frontage
  • Frontage Feet: 50
  • Driveway/Sidewalk: Gravel, Paved
  • Zoning: RES

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Front Type: Lake
  • Water Front Name: Lake Winnipesaukee
  • Water Front Owned: 1

Financial Considerations

  • Price Per Sq. Ft.: $632.5
  • Assessment Year: 2025
  • Assessment Amount: $2,782,400
  • Tax Amount: $14,830
  • Tax Year: 2025

Disclosures and Reports

  • Lot Number: 15

Listed by Compass New England, LLC, Brie Stephens

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Listed by Compass New England, LLC, Brie Stephens

Listing agent

— 109 Leeward Shores Rd —

  • Brie Stephens

    Compass New England, LLC

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 109 Leeward Shores Rd

School District:Moultonborough School District
NameGradesDistance
Moultonborough Central School
916 Whittier Hwy, Moultonborough, NH 03254
PK-47 mi
Moultonborough Academy (Junior High)
25 Blake Road, Moultonborough, NH 03254
5-87 mi
Moultonborough Academy
25 Blake Road, Moultonborough, NH 03254
9-127 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 109 Leeward Shores Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/06/2026
Listed
$3,375,000
2.27%
MLS
11/04/2023
Sold
$3,300,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 109 Leeward Shores Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,830
1%
$2,782,400
7%
2024
$14,626
25%
$2,588,600
26%
2023
$11,707
34%
$2,053,900
13%
2022
$8,712
-14%
$1,822,600
25%
2021
$10,184
7%
$1,459,000
10%
2020
$9,494
25%
$1,331,500
26%
2019
$7,579
3%
$1,060,000
11%
2018
$7,382
-4%
$956,200
2%
2017
$7,696
12%
$936,200
19%
2016
$6,849
-1%
$783,600
2%
2015
$6,950
-2%
$771,400
-3%
2014
$7,061
2%
$796,900
—
2013
$6,925
—
$796,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Compass New England, LLC, Brie Stephens

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109 Leeward Shores Road, Moultonborough, NH 03254 (MLS# 5087214) is a Single Family property with 5 bedrooms, 2 full bathrooms and 4 partial bathrooms. 109 Leeward Shores Road is currently listed for $3,375,000 and was received on May 06, 2026. Want to learn more about 109 Leeward Shores Road? Do you have questions about finding other Single Family real estate for sale in Moultonborough? You can browse all Moultonborough real estate or contact a Coldwell Banker agent to request more information.

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