Lake Winnipesaukee Homes with Guest Houses

View available homes with guest houses on Lake Winnipesaukee. 

Homes with a Guest House for Sale Lake Winnipesaukee

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59 Little Road Meredith NH 03253

Meredith, NH59 Little Road

Price$10,000,000

Est. Mortgage: $/month

MLS Number 4814544

  • Residential Single Family
  • Construction Existing
  • Bathroom 9
  • Bedrooms 8
  • Square Feet 13,329

Welcome to Seven Pines on Lake Winnipesaukee. Uniquely private, this special property sits on over 4 acres with 495' of owned frontage and long lake and mountain views. Features include a 2 bay boathouse, over-sized U-shaped docking system and multiple outdoor entertainment areas. There is over 13,000 SF of living space, meticulously reconstructed with nods to the early 1900's lodge it once was. It now boasts the modern features and amenities that a discerning buyer would expect, yet still maintains the classic lake feel. The craftsmanship and quality of materials are complemented by the 4 fieldstone fireplaces, reclaimed flooring and the no-compromise systems. The main living area includes a chef's kitchen, breakfast nook, wet bar, sitting area w/ fireplace, dining area, great room w/ soaring ceilings and 2 story fireplace, which open to a huge covered porch w/ full summer kitchen and automatic screens that transition the space to a screened porch. The 8 bedrooms include a 1st flr master suite, and 3 other en-suite bedrooms, along with 4 other bedrooms. The lower level features a large family room w/ fireplace, wine cellar, recreation room, 5 bedrooms, 5 baths and patio w/ automatic screens. 4 bay, heated garage has a full 2 bedroom guest house. The boathouse is incredible and houses 2 boats with lifts. 2 walk-in sandy areas make access into the water easy. Whole house generator, detached garage, extensive hardscapes and landscaping, exterior irrigation system, radiant heat.

Listed by Adam Dow of Keller Williams Lakes & Mountains Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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296 Edgewater Drive Gilford NH 03249

Gilford, NH296 Edgewater Drive

Price$9,500,000

Est. Mortgage: $/month

MLS Number 4788574

  • Residential Single Family
  • Construction Existing
  • Bathroom 10
  • Bedrooms 5
  • Square Feet 20,504

A remarkable home on a sensational Lake Winnipesaukee lot with sandy beach and an enormous, covered dock for multiple boats. Enjoy picturesque sunsets and added outdoor living space from the sweeping, enclosed, stone patio with fireplace. This home was architecturally designed and custom built with unmatched detail and quality. Sophisticated, state of the art systems are easily monitored and controlled by your personal computer. The theater has custom seating and sound. The billiards room with curved walls and fireplace area is a gentleman's dream. The private gym rivals the finest health club. The Master Suite is luxurious and spacious, and the Great Room overlooks the manicured lawn and gardens toward picturesque lake and mountain views. The walkout lower level includes a summer kitchen, family room, game room and spa. With a carriage home and nine garages, this is the Ultimate Lake Home on prestigious Governor's Island!

Listed by Susan Bradley of Coldwell Banker RB/Laconia Court St.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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97 & 99 Pinnacle Park Road Meredith NH 03253

Meredith, NH97 & 99 Pinnacle Park Road

Price$5,995,000

Est. Mortgage: $/month

MLS Number 4803296

  • Residential Single Family
  • Construction Existing
  • Bathroom 11
  • Bedrooms 8
  • Square Feet 14,000

This exclusive offering includes 2 of the most prominent homes on Lake Winnipesaukee and is a true family compound. Nestled on the shore of Meredith Bay, the property includes 2 homes offering 8 bedrooms, 11 baths and 2 separate, permanent docking systems. Situated on 6+ acres of land with 300+' of shore front, the property faces West for all day sun and brilliant sunsets. An entertainer's dream, both homes are set up for indoor and outdoor entertainment, accommodating large groups with ease. The 5 bdrm main house boasts over 8,000 SF of living space, soaring ceilings, 5 fireplaces, gourmet kitchen w/granite, 2 bdrm suites, sprawling lower level family room & summer kitchen, all with commanding views of the lake. Entire home was updated in 2000, with the lower level completely renovated in 2015. The elegant 5,300 SF guesthouse was built in 2008, has exquisite custom woodwork throughout, gourmet kitchen w/granite, 3 bedroom suites and finished lower level w/fieldstone fireplace & wine room. The guest house mirrors the architecture, quality & feel of the main house with thoughtful design and natural features. Both homes have expansive lakeside decks off the main living areas to take in the glorious view and enjoy lakeside living. Superior construction both inside and out, with the highest level of quality & attention to detail. The exterior grounds feature magnificent hardscapes, gardens & extensive, permanent docking systems. Each property has a 3 bdrm septic system.

Listed by Adam Dow of Keller Williams Lakes & Mountains Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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58 Bos'n Way Moultonborough NH 03254

MLS Number 4769717

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 5
  • Square Feet 7,698

This estate is unlike any other on Lake Winnipesaukee. An 8.6-acre, level lot has 584 ft of sandy beach, sweeping lawns, tennis court, gazebo, six-stall barn, one-bedroom caretaker's cottage, pastures, pond…and stately 7600 square foot home surrounded by lush lawns, mature trees and perennial gardens. Located in a convenient location this property is exquisite. Enter along a winding drive past the barn to the formal entrance of the home. The striking foyer gives way to a sensational Great Room with luxury details, soaring ceilings, chandeliers, lavish use of rich cherry paneling and striking fireplace. You will be drawn to the magnificent unobstructed views across a large expanse of lawn and sugar sand beach. A 2000 square foot screened porch has bluestone floors, a large fireplace and a summer kitchen. It includes multiple seating areas and spacious dining area. It is the perfect spot for dining, relaxing and enjoying the sunsets. The home was carefully designed with casual lakeside living and gracious entertaining in mind. The finely appointed kitchen includes spacious breakfast area and comfortable gathering area with fireplace. The Master Suite includes spa-like bath and sitting area with fireplace. A library has walls of glass and fireplace. A “gentleman's” room on the main level is a quiet spot for a game of cards or just relaxing. It opens to spacious outdoor patios. A second level includes multiple en-suite bedrooms and large game room. There are 5 garages.

Listed by Susan Bradley of Coldwell Banker RB/Laconia Court St.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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103 Shore Road Gilford NH 03249

Gilford, NH103 Shore Road

Price$5,995,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4452124

  • Residential Single Family
  • Construction Existing
  • Bathroom 13
  • Bedrooms 8
  • Square Feet 9,477

A Family Compound on Lake Winnipesaukee that surpasses excellence. Experience wonderful sunrises, sun-filled days and the ever-changing, magnificent sunsets at this estate that is on a rare, beautiful point of land. Built in 2007 this four bedroom main home has over 6000Sf of outstanding living space plus there's a four bedroom guest home with over 3400sf of fabulous living space. Each home is on its own lot. Outstanding docking, sandy beach, incredible views, level lot, patios, two homes, two lots with 566 feet of crystal clear waterfront. This is a rare find. You will be impressed by the privacy, style and amenities. Elevator, wine cellar, billiard room, fabulous baths, private bedroom suites, exercise room, post and beam porches with fireplace, five garages are just a sampling of the amenities at this impressive property. The LOT is LEVEL! The PRIVACY is AMAZING! The LOCATION is PRIME. THIS IS A PRIZE in the outstanding community of Governor's Island. Rooms and square footage are for both homes

Listed by Susan Bradley of Coldwell Banker RB/Laconia Court St.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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124 Hauser Estates Road Moultonborough NH 03254

MLS Number 4795260

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 6,418

World Class Retreat! "BEST BEACH ON THE LAKE" This is a one-of-a-kind Lake Winnipesaukee waterfront with 710 feet of protected Western exposure shoreline and over 280 feet of white sandy beach with jetties at each end. This stunning and impeccably maintained property will take your breath away. Beyond the magnificent waterfront you are treated to Adirondack living at its best, with a 5+ bedrooms, 6400+ square foot Lake House, featuring a large kitchen, fit for a chef, with granite counters, stainless high-end professional appliances, you name it, you have it! The kitchen opens to a family room with a wonderful fireplace and sun-room with award-winning views bar none. Throughout you will find gorgeous red maple flooring, as well as radiant-heated tile floors, and many quality craftsman features and upgrades too numerous to mention. There is a coveted Master Suite on the first-floor plus 4 spacious bedrooms throughout the second floor for hosting family and friends. Moving along to the waters edge, treat your friends to a private guest house boasting a dock and 210' of sugar sand beach! The entire property is surrounded by lush landscaping w/rock walls and granite accents throughout. Access to your property can be made via car, boat, or plane, since you have an FAA APPROVED PRIVATE AIRPORT DESIGNATION. Fly in for the weekend or the entire season, to your own private Oasis in the Sun. Showings by appointment only, no drive-by's please.

Listed by Randall Parker and Fred Perry of Maxfield Real Estate/Wolfeboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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27 Umbrella Point Wolfeboro NH 03894

Wolfeboro, NH27 Umbrella Point

Price$3,395,000

Est. Mortgage: $/month

MLS Number 4803031

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 6
  • Square Feet 8,183

27 Umbrella Point, Wolfeboro! This 3-acre waterfront property has it all. Great location, great views, a marvelous home boasting floor-to-ceiling windows & walkout decks from almost every room. Picture 180 degree south & western views of Lake Winnipesaukee, the islands and the Belknap Mountains. There is an incredible boathouse with an over-the-water deck doubling as the roof. This estate has 3 levels of living space, plus a separate guest quarters giving you over 6,000 square feet of living space! Most rooms have 10+ feet of ceiling height. The Kitchen is front and center, with 100% glass facing the waterside. Granite counters, cherry hardwood floors, a center island with space for both prep work, serving and seating. The kitchen opens to the living/dining front room, again all overlooking your massive decks and patios to the far western shoreline. The master suite encompasses an entire floor, with separate baths, walk-in closets, plus a private screened porch and deck off the master sleeping area. The lower level is above ground and has a wonderful family room, small kitchenette, 2 large bedrooms and baths, all with walkout decks. There is an attached 3-car garage, plus a separate 4-stall heated (radiant floor) garage, finished off and with a gym on the main floor. Home is sold furnished and also includes boat and water jetskis! This is a one-of-a-kind property, and must be seen in person. Schedule your private appointment today!

Listed by Randall Parker of Maxfield Real Estate/Wolfeboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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40 Stonehenge Road Wolfeboro NH 03894

Wolfeboro, NH40 Stonehenge Road

Price$3,275,000

Est. Mortgage: $/month

MLS Number 4810066

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 7
  • Square Feet 6,467

This exquisite lakefront compound on Lake Winnipesaukee includes 7 bedrooms, 6 bathrooms, a two slip boathouse and a 7 car garage! Split between a Main House and Carriage House, this property can accommodate all of your guests in true comfort. There are several decks and a beautiful landscaped yard that leads you to the boathouse and sandy entry perched beachinto the water. 150' of frontage situated on peaceful South Wolfeboro Bay! Customization abounds here with walk-in closets, bedroom suites, butler's pantry, a total of 3 kitchens across the two structures, a full walkout finished lower level, as well as gorgeous stonework on the many fireplaces. It's time to make this expansive property your own!

Listed by Adam Dow of Keller Williams Lakes & Mountains Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1164 Weirs Boulevard Laconia NH 03246

MLS Number 4806864

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 6
  • Square Feet 2,000

Weirs Beach is the heartbeat of the Lakes Region, and this property is right on the pulse! Two "cottages" - one, a beautifully updated year-round home with a gorgeous lake view, 3 bedrooms + a loft, a garage and a full walk-out basement, steps from The Lake... Another unit right on the water - so charming and turn-key - with 2 bedrooms (seasonal). Each one with a dedicated 50' dock! Strong rental history, decades of family fun. Small association of only 5 units, with low fees.

Listed by Kiera Russell and Jason Starr of Keller Williams Lake& Mountains Realty/ Gilford

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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322 North Street Laconia NH 03246

Laconia, NH322 North Street

Price$789,000

Est. Mortgage: $/month

Open House

MLS Number 4809724

  • Residential Single Family
  • Next Open House: Sat 07/11 11:00 am. to 2:00 pm.
  • Construction New Construction
  • Bathroom 6
  • Bedrooms 4

Nestled on the top of this 5.19 acre parcel off of North Street, this homestead when completed, could contain over 6000 sq' of wonderful living space. If you love collecting, you would have a hard time filling up this space. Garage 1 is located at the base of the driveway with 2 doors and storage above. Halfway up the driveway is another 2 stall garage with legal rental dwelling above. The main garage is attached to this spectacular home and has direct entry to the home as well as the legal in-law apartment above the garage. The in-law also has direct entry from the second level of this spectacular home. Much of the finish work will still need to be completed by the Buyer. Mini Splits will be installed prior to sale along with some landscaping .

Listed by Randy Annis of RE/MAX Bayside

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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99 Bear Island Cove Meredith NH 03253

Meredith, NH99 Bear Island Cove

Price$750,000

Est. Mortgage: $/month

MLS Number 4811532

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,144

ISLAND SANCTUARY - Wake to the sunrise in this quality built open concept log home in protected cove with private dock and access to miles of walking trails. Interior walls are T&G natural pine and the living room offers a cathedral ceiling, high efficiency wood stove and access to a huge screened porch that's great for outdoor sleeping and the spacious front deck. The kitchen features granite counter tops, center island and custom cabinetry and large pantry. The 12 x 38 front deck offers direct water views and ample space for container gardening. In addition to the three 3/4 baths there is a nice outdoor shower! Guest house offers 12x20 LR/Kit, 11 x11 bedroom, 3/4 bath and 12x12 deck. 12x18 workshop with 12x12 covered deck provides ample opportunities for woodworkers! Lake Winnipesaukee, covering 71 square miles, offers fantastic fishing, boating and swimming. Square footage reflects guest house and enclosed porch.

Listed by Jeff Keeler of Keeler Family Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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273 Cow Island Tuftonboro NH 03816

Tuftonboro, NH273 Cow Island

Price$530,000

Est. Mortgage: $/month

MLS Number 4798477

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,066

This Cow Island property has had many updates inside and out. All ready to move in and start enjoying spectacular sunsets, crystal clear water with sandy access, a level lot, covered u-shape dock, waterside tiki bar and "kitchen", outdoor shower, and multiple outside areas for entertaining. A well landscaped and manicured lawn also add to the "curb appeal" of this home. The exterior of the home, along with the bunk house have both been recently resided. Inside you will find a fire-placed living room with wood stove insert, updated kitchen, and two bedrooms along with an updated bath. The adorable one bedroom bunkhouse is perfect for guests or family. The property is also convenient to several coves ideal for kayaking or paddle boarding. Walk the interior of the island where you'll enjoy all kinds of wildlife. It's time to start making your own memories on Lake Winnipesaukee and enjoy the tranquility of island life! (Showings begin 4/10/2020) Property being sold furnished.

Listed by Betty Ann Bickford and Jen McCullough of Maxfield Real Estate/Wolfeboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2020 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 July 9, 2020.