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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296 Edgewater Drive Gilford NH 03249

Price$9,500,000

Est. Mortgage: $/month

MLS Number 4485453

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

A remarkable home on a sensational lot with sandy beach and an enormous, covered dock for three 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!

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

$
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%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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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101/103 Shore Road Gilford NH 03249

Price$5,995,000

Est. Mortgage: $/month

MLS Number 4452124

  • Residential Single Family
  • Construction Existing
  • Bathroom 13
  • Bedrooms 8
  • Square Feet 8,844

A Family Compound 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 5400Sf of outstanding living space plus a four bedroom guest home with over 3400sf of fabulous living space. 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 an outstanding community. 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: 3.55% last updated on Aug 22, 2019
* 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

Price$5,995,000

Est. Mortgage: $/month

MLS Number 4738974

  • 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, 2 full bdrm suites, sprawling lower level family room & summer kitchen, all with commanding views of the lake. The 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, 3 bedroom suites and finished lower level with fieldstone fireplace & wine room. The guest house mirrors the architecture, quality and feel of the main house with thoughtful design and natural features. Both homes have expansive lakeside decks off the main living areas that allow you 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

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$
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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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 perineal 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 five garages.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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 4718960

  • 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+ bedroom, 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 HELIPAD AND 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 of Maxfield Real Estate/Wolfeboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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

Price$3,695,000

Est. Mortgage: $/month

MLS Number 4757209

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 7
  • Square Feet 6,181

An exceptional lakefront setting on Lake Winnipesaukee. This 5 bedroom, 6 bath home includes an attached 3-car garage and also includes a separate carriage house with 4 garage bays and a 2 bedroom, 1 bath apartment above. This impressive property also includes a covered, over the water 2 slip boathouse with a wraparound dock with plenty of water depth. Long lake views can be enjoyed from the dock. The 150' of level, sandy frontage and crystal clear water, make this a great retreat. The quiet South Wolfeboro Bay location and private sandy beach are ideal. There are multiple decks, an ample lawn area, patio and screened porch allow for plenty of outdoor living! This custom built beauty boasts repurposed antique beams and a magnificent stone fireplace that highlights the great room which opens to the kitchen and dining area with butler's pantry, attached den and laundry room. A first floor master suite and second floor master suite overlook the lake and feature 2 of the 4 fireplaces in the home. There are 3 more bedrooms on the second floor and a large bonus room over the garage that could handle extra beds or be used as an office or media room. The lower level family/rec room is incredibly spacious with fireplace and a kitchenette that is so convenient. The home could easily accommodate 10+ people. This special property located in a lovely neighborhood is only minutes from downtown Wolfeboro with numerous restaurants and shops. This is a spectacular combination.

Listed by Linda Rosenthall and Meagan Bowen of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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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80 Broadside Road Wolfeboro NH 03894

Price$3,298,000

Est. Mortgage: $/month

MLS Number 4736610

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 6
  • Square Feet 5,264

The sellers consider this their retreat from the world nestled in the woods surrounded by nature inside and outside. This custom built Adirondack on the shore of Lake Winnipesaukee is a true example of artisan craftsmanship. The home is built with an abundance of natural materials surrounding you in their luxury. Can't decide whether you are happier with lake or mountain views? No need to pick one - enjoy both! The spectacular wide south westerly views of the lake and Belknap Mountains help you breathe deeply and feel the calm as soon as you come down the drive, then you walk through the front door into the great room with it's floor to ceiling stone fireplace and a gourmet kitchen. Gather with family and friends at the end of the day to enjoy the epic sunsets on the deck overlooking the lake. The home has five bedroom suites as well as attached guest quarters above the garage. The finished lower level with patio lead to the private waterfront with a lovely breakwater , a U-shaped dock and a second dock. When built, the home was featured in a book on Adirondack homes as well as in magazine articles. This is truly a unique home. Located minutes to downtown Wolfeboro, known as the Oldest Summer resort in America, offering an abundance of restaurants, ice cream shops and shopping. One hour to Manchester Airport, 1 hour to the Seacoast, and 2 hours to Boston.

Listed by Robert Hughes and Jodi Hughes of BHHS Verani Wolfeboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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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86 Cattle Landing Road Meredith NH 03253

Price$2,675,000

Est. Mortgage: $/month

Pending

MLS Number 4689170

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 8
  • Square Feet 8,609

This spectacular Meredith waterfront home was architecturally redesigned & totally rebuilt in 2005 to its current perfection. The tasteful, sun-filled home is complemented by 2 Cottages: [2bd] knotty-pine Cabin & [1bd] stunning Beach Cottage(08') at water's edge. Add over-garage apartment, and these diverse dwellings offer great flexibility for guests. A Truly Unique 8Bd-7Bth Property (8,609 sqft) [FURNISHED Opt]. On dead-end road, in desirable Meredith, this beautifully landscaped home sits on a curved recessed shoreline, w/pristine water. Centered on the Lake, with easy access to all lake towns. The Mount Washington gliding closely by is an awaited daily treat. Enjoy massive 1200 sqft dock and 210' gradually-sloping "sugar sand" beach: multiple entertainment areas & docking for 4+ boats. Low maint, life-time IPE on dock & all decks. Houses with walls of glass offer lake-facing captivating views. Exceptional chef's kitchen, spacious dining area, living room w/soaring ceilings & large fireplace, open loft, master balcony, game room, all-season sunroom, wet bar - all w/lake view. Remarkable property has plaster walls, vaulted ceilings, skylights, ceiling fans, insulated glass, in-glass blinds, retractable screens, interior shutters; with names like Hunter Douglas, Pella, Hubbarton Forge, Casablanca, Buderus, Bosch, Sub Zero, Wolf. Smart Home. Standby Gen. GRANDFATHERED ASSETS: Rebuilt Huge Dock & New Lakeside Cottage. Hard to Duplicate w/ today's regulations. TRULY MUST SEE!!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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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48 Captains Walk Moultonborough NH 03254

Price$2,500,000

Est. Mortgage: $/month

MLS Number 4744259

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 5,994

“Winni Dream” the 1.52± acre estate on Long Island offers 140± linear feet of south-west facing waterfront along Lake Winnipesaukee shoreline with long, open mountain views. An incomparable retreat, the home stands out as a breathtaking example of luxury lake life combining Victorian elegance and contemporary comfort. Vast, inviting, festive and livable, the home offers six bedrooms and six bathrooms, a library, a movie room, an exercise room, a formal dining room, great room, kitchen and living room with sliders out to sun porch that open to the composite deck and backyard. It also features a guest carriage house with a kitchenette, gas fireplace and two bunk rooms. With water views from almost all principal gathering spaces and bedrooms, the new finishes can be seen everywhere, inside and out. From vaulted ceilings and stone fireplaces to walls of windows and sliders, every room displays the exceptional attention to refinement and detail. Windows throughout capture views of water, mountains, sky and trees. With water views from almost all principal gathering and bedrooms, the new finishes can be seen everywhere, inside and out. Outdoors, a level lawn with garden beds lead the way to the waterside deck over the water which cannot be replicated with today's regulatory requirements and the breakwater docking system keeps your boats and toys protected and safe. Dock steps give way to a beautiful, sandy bottom entrance into the lake. (4 bedroom septic) Agent related to seller.

Listed by Brie Stephens of KW Lakes and Mountains Realty/Meredith

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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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22 Varney Point Left Road Gilford NH 03249

Price$2,499,000

Est. Mortgage: $/month

MLS Number 4685474

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 9
  • Square Feet 4,633

PRICE REDUCED! Really cool Lake Winnipesaukee waterfront with some amazing features; a rare 2 bay Boathouse with a huge deck above boathouse and a third slip that is covered with a canopy, deck is connected to the house with a walkway directly from the kitchen, patio and summer kitchen. Sandy beach but also deep water at dock, glorious sunsets and great views, professional landscaping, patios, decks and so many places to sit outside in privacy. Interior has an amazing chef's kitchen with walk-in pantry, there are 7 bedrooms in main house plus 2 in the guest house so having all of your family and friends is no problem. A graceful combination of classic formality & casual lakeside living with no expense spared in the decor; open concept main living area with fireplace and media area, almost every room has a view. 4 car attached garage and separate guest house with stone fireplace, open living area, private deck & a separate private entrance. Paved driveway with appealing red brick walls at road gives a small estate effect. Close to all Lakes Region amenities by boat or by car, like shopping, restaurants, movie theater, skiing at Gunstock less than 10 minutes away.

Listed by Ellen Mulligan of Coldwell Banker RB/Center Harbor

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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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112 Deerhaven Road Moultonborough NH 03254

Price$2,200,000

Est. Mortgage: $/month

MLS Number 4740755

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 7
  • Square Feet 6,182

Retreat Haven is a contemporary lakefront property comprised of 5+ picturesque acres located on Long Island along 200' of Lake Winnipesaukee shoreline facing the Ossipee Mountains, only a 10 minutes car ride from Route 25. A central location for boating on the lake, this property is ideal for dock to dock boat rides to all Winnipesaukee shop and restaurant attractions plus fantastic fishing, sailing and water sports. A u-shaped dock, lakeside deck, lush lawns and a perched beach embrace a 7-bedroom estate comprising of a 4-bedroom main house, a lakeside waterfront 1-bedroom cottage, a 2-bedroom carriage house and a toy barn. The main home's 2 story great room includes dining, opening up to a waterfront deck, flowing to a sunroom and lakeside den off the kitchen. The floor plan leads to two first floor bedrooms, one a private master suite overlooking the water, a second master suite occupies the second story off the loft with a private balcony overlooking the lake. Indoor fun abounds in the lower level with a fourth bedroom and large walkout family room. The guest cottage provides abundant privacy with its own sunroom, kitchenette and living room off the bedroom. The carriage house hosts two more garage bays in addition to the main homes 3-car attached garage. Above is a guest apartment with an expansive sunporch with lake views. With a 34x50' storage barn, you have plenty of room for your toys. Sold furnished.

Listed by Brie Stephens of KW Lakes and Mountains Realty/Meredith

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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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3 Echo Landing Moultonborough NH 03254

Price$1,999,000

Est. Mortgage: $/month

MLS Number 4764843

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,025

A rare opportunity now awaits you to own a private family compound on the “Gold Coast” of Lake Winnipesaukee. An incomparable retreat, the home stands out as a breathtaking example of true Winnipesaukee living and takes full advantage of its waterfront location, blurring the lines between indoors and out and allowing for the most pleasurable lifestyle. Vast, inviting, festive and livable, the property offers four bedrooms, five baths, open concept floor plan with expansive windows from most every room capturing breathtaking views of the lake, floor to ceiling stone fireplace, enormous state of the art kitchen, Master Bedroom containing two private ensuite bathrooms and other numerous amenities. Outdoors, enjoy Mahogany decking, gorgeous stone terraces, Gazebo and private dock on the lake with the highly sought after South Western exposure. Professional landscapes give way to crystal clear water and private docking system. A guest house completes this one of a kind property. By appointment only please.

Listed by Stephen Mardis of BHHS Verani Moultonboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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Copyright 2019 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 August 25, 2019.