Lakes Region Homes with Guest Houses

Below you'll find available homes with guest houses in the Lakes Region of New Hampshire including Lake Winnipesaukee.

Lakes Region Homes for Sale with Guest House

Call Coldwell Banker’s Susan Bradley at 603-581-2810 with any questions or to schedule a private showing.

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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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252 College Road Center Harbor NH 03226

Center Harbor, NH252 College Road

Price$4,495,000

Est. Mortgage: $/month

MLS Number 4802207

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 6
  • Square Feet 3,800

During these pandemic times, what is better than escaping a congested city for a truly magnificent estate located on prestigious Squam Lake, aka Golden Pond, in Center Harbor, NH. Enjoy the beautifully maintained privacy of 8.6 acres that boasts woods and natural stone walls, leading down the long driveway to the main dwelling. Around the house are beautiful perennial gardens and natural landscape, plus 300 feet of waterfront, complete with a winding pathway to the natural sandy beach and one-bay boathouse. In addition the property has its own tennis court, and is surrounded by conservation land, offering several easily accessible walking trails. Architecturally traditional but with contemporary features, the house is unique and impressive both inside and out with a lovely screen porch plus a spacious stone terrace for outdoor entertaining. Inside the almost 4000 square feet of living space in the main house are 3 bedrooms, 2.5 baths, plus vaulted ceiling in the living room with cherry cabinetry, Douglas Fir flooring and soaring brick fireplace. Attached is the 3-bay garage with guest quarters above, including 3 more bedrooms, 1 full bath, plus family room and dining area. This property will appeal to those who love water sports, fishing, hiking, skiing in the White Mountains, or simply enjoying being outdoors. It is an easy 2-hour drive from Boston, offers complete privacy, but also has shopping a quick 10 minutes away. All showings by appointment only.

Listed by Lisa Wardlaw of Lamprey & Lamprey 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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300 Mountain Road Tuftonboro NH 03816

Tuftonboro, NH300 Mountain Road

Price$3,850,000

Est. Mortgage: $/month

MLS Number 4760913

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 6
  • Square Feet 8,443

Sitting on nearly 210 acres, this retreat has a value of more than $5 million in construction and interior design. The timeless style, modern luxury, and charming history of this magnificent estate are highlighted in the main home with over 7,000 sq ft of living space. The property's unique, thoughtful design boasts a warm, inviting living room with enormous stone fireplace and stunning Belknap Mountain views. It's all about the details in the marvelous master suite with a fantastic shower in the silo structure. Hidden rooms and red slate counter tops add to the charm. This home is the ideal space for entertaining with a butler's kitchen and enormous dining room in the beautifully updated original homestead. Perfect for family gatherings or large dinner parties, there's plenty of room for guests to spend the night. Situated in the mountains just minutes from Lake Winnipesaukee, this is the perfect vacation or year-round home. Luxury, recreation, and relaxation await!

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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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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58 Camp Road Wolfeboro NH 03894

Wolfeboro, NH58 Camp Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 4786834

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 904

For the first time in over 125 years a spectacular waterfront property on Lake Wentworth is being offered which includes one of the original camps built on the lake. The 19th century owners traveled by train from Massachusetts to North Wolfeboro to vacation at what is arguably one of the most beautiful shores on the lake. The private 3.2-acre waterfront lot is on a peninsula with shore frontage on both sides totaling 719 feet including a spectacular sandy beach. Imagine the sunsets from the porch as there are long westerly views across the lake to the Belknap Mountain Range from the rustic cabin. The privacy of the lot on a dead-end road provides an opportunity to enjoy one's life as it was meant to be lived yet it is conveniently located only 10 minutes from downtown Wolfeboro, the oldest summer resort in America. Along with the main camp there is a two-room bunkhouse with screen porch as well as a bathhouse and additional storage buildings. Whether you choose to love this historic property as so many generations of the same family have or decide to build your own waterfront home and start a new chapter, this is truly one of the finest spots anywhere on this beautiful 3,000 acre lake.

Listed by Carol Bush 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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367 Governor Wentworth Highway Wolfeboro NH 03894

MLS Number 4765913

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 11
  • Square Feet 3,400

A tranquil Lake Wentworth gated cottage compound, with 4 rental cottages, a 3-bay, two floor, Arts and Crafts designed Carriage House, offering a future rental potential, plus a year-round home located in Wolfeboro, NH "The Oldest Summer Resort in America". This unique property features 515 feet of waterfront, two sandy beaches and 4 waterfront cottages, located on the former property of the historic Governor John Wentworth Estate. With southwest exposure, awesome views of the lake's islands, the Belknap Mountains in the distance, and spectacular sunsets bless those who live here. The main Adirondack-style lodge has 3 bedrooms, 2 custom designed full baths with Jacuzzi's. It's a one-floor home with a bank of windows facing an exceptional view. The 4 three seasonal cottages offer a supplemental income or may be utilized as an extended family compound. This property has a fantastic rental history and is a must see. Schedule your private showing 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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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.