Wolfeboro Homes with In Ground Pool Exterior Features

Welcome to Wolfeboro, New Hampshire, a picturesque town nestled in the heart of Carroll County, often referred to as the "Oldest Summer Resort in America." With its charming New England ambiance, stunning lakeside views, and a rich history, Wolfeboro offers a unique blend of relaxation and adventure. Whether you’re strolling along the scenic shores of Lake Winnipesaukee or exploring the quaint boutiques and delightful eateries in the town center, you’ll find that Wolfeboro is a community that embraces both tranquility and vibrant local culture.

For those seeking a home in this idyllic setting, Wolfeboro boasts an array of properties, including exquisite homes featuring in-ground pools. Imagine soaking up the sun on a warm summer day, lounging by your own private oasis, complete with beautifully landscaped surroundings and a serene atmosphere. These homes offer the perfect backdrop for entertaining friends and family, creating lasting memories by the poolside, or simply enjoying a quiet evening under the stars.

With its stunning natural beauty, rich recreational opportunities, and a strong sense of community, Wolfeboro is more than just a place to live; it’s a lifestyle. Whether you’re looking for a seasonal retreat or a year-round residence, homes with in-ground pools in this charming town provide the ultimate combination of comfort and luxury. Experience the best of New Hampshire living in Wolfeboro, where your dream home awaits!

Newest Wolfeboro Homes with In Ground Pool Exterior Features

$498,000

2 Beds ⋅ 3 Baths ⋅ 5100784 MLS

Amazing Opportunity! End-Unit Condo Offering Privacy & Modern Luxury Near Downtown! Discover the perfect blend of comfort, style, and convenience in this meticulously maintained end-unit condo. Nestled in a prime location, this residence offers an exceptional level of privacy while remaining just moments from downtown Wolfeboro and 1 mile to the town beach. Step inside to experience an open-concept living space highlighted by stunning cathedral ceilings and warm, gleaming hardwood floors. The heart of the home features a beautiful stone fireplace, serving as the perfect focal point for cozy evenings. The primary suite has been thoughtfully renovated to include a beautiful, updated bathroom, providing a true sanctuary to unwind. Additional amenities include the convenience of a dedicated 1-car garage and access to a sparkling in-ground pool. With its seamless mix of modern updates and desirable layout, this property is ready for you to move in and enjoy a lifestyle of ease and sophistication.

4 Farmhouse Ln, Wolfeboro

$498,000

2 Beds ⋅ 3 Baths ⋅ 5095131 MLS

Amazing Opportunity!! End-Unit Condo Offering Privacy & Modern Luxury Near Downtown! Discover the perfect blend of comfort, style, and convenience in this meticulously maintained end-unit condo. Nestled in a prime location, this residence offers an exceptional level of privacy while remaining just moments from downtown Wolfeboro and 1 mile to the town beach. Step inside to experience an open-concept living space highlighted by stunning cathedral ceilings and warm, gleaming hardwood floors. The heart of the home features a beautiful stone fireplace, serving as the perfect focal point for cozy evenings. The primary suite has been thoughtfully renovated to include a beautiful, updated bathroom, providing a true sanctuary to unwind. Additional amenities include the convenience of a dedicated 1-car garage and access to a sparkling in-ground pool. With its seamless mix of modern updates and desirable layout, this property is ready for you to move in and enjoy a lifestyle of ease and sophistication.

4 Farmhouse Ln, Wolfeboro

$1,350,000

4 Beds ⋅ 5 Baths ⋅ 5088361 MLS

What does $1.35M buy in Wolfeboro? At 151 Ambrose Way, it buys nearly 5,000 square feet of flexible living space, 2.81 private acres, a heated pool, trail access, seasonal lake and mountain views, and oversized boat or RV storage, all just minutes from downtown. This thoughtfully designed home offers four bedrooms, four and a half baths, expansive gathering spaces, and an adaptable layout ideal for year-round living, extended guests, multigenerational needs, working from home, fitness, recreation, and hobbies. The backyard is a private retreat with a heated pool, patio, and sand area creating a beach-like setting at home. The property also offers access to adjoining town-owned land connecting to scenic walking, biking, and cross-country ski trails, including a wooded path leading toward downtown Wolfeboro. Inside, the great room features a striking stone gas fireplace, while the chef’s kitchen offers maple cabinetry, high-end appliances, two ovens, and generous entertaining space. Additional living and recreation areas provide flexibility for guests, media, fitness, hobbies, or extended stays. A three-car attached garage includes an oversized bay ideal for boat or RV storage. Additional comforts include central air, Mitsubishi heat pumps, and a whole-house generator. Minutes from Wolfeboro’s restaurants, galleries, boutiques, town docks, and waterfront activity, this property offers a compelling alternative for buyers seeking the Lakes Region lifestyle with more space, privacy, storage, and amenities than direct waterfront often provides. Select photos have been virtually staged/AI modified to illustrate the potential of the spaces. Original photos are included for comparison. Showings by confirmed appointment only.

151 Ambrose Way, Wolfeboro

$1,550,000

6 Beds ⋅ 4 Baths ⋅ 5083547 MLS

Grand 1840 Historic Colonial, known as "Wellsweep" in days gone by. Beautifully appointed with all contemporary conveniences yet preserved antique charm. Step inside to enjoy vintage luxury, warmth, and elegance. Private 3.2-acre setting abutting the Kingswood Golf Course. The inground pool with large pergola and private back yard porch and patio superbly complements the inviting indoor amenities. A large stately wrap-around porch is waiting for your iced tea and lemonade, so relaxing, just as the one and only Grace Kelly enjoyed right on that very porch, with a view toward the lake, hills and gorgeous sunsets! Even though situated on South Main Street, the experience once you have arrived is very private and secluded. Many substantial upgrades are listed in the Disclosure attachment, including a new 6-bedroom septic system, roof, central air, appliances, etc. totaling over $200,000. Beautiful hardwood floors throughout the first floor, formal front staircase and back servant staircase to the second floor speaks of the elegant past. Primary bedroom and ensuite with double vanity on the second floor in the rear of the house affords peace and quiet also. Detached, oversized garage with heated workshop. Beautifully maintained grounds with stately, mature trees. Minutes to private town, resident only beaches on Lake Winnipesaukee, marinas, fine dining, skiing, and all that Wolfeboro and the Lakes Region has to offer. OPEN HOUSE SAT 5/23 11:00 am to 2:00 PM

375 S Main St, Wolfeboro

$1,495,000

4 Beds ⋅ 4 Baths ⋅ 5080870 MLS

Fully refurbished throughout! Wolfeboro country estate prioritizing privacy and luxury with surrounding mountain views and an in-ground pool with cabana. This stunning home is set atop a quiet knoll surrounded by classic New England stone walls and 4.8 acres. The residence itself presents a thoughtful layout with four bedrooms, including the unique flexibility to choose a primary suite on either the first or second floors with updated master baths. The heart of the home is a brand-new, custom light-cherry kitchen, redesigned with quartz countertops, abundant custom cabinetry, and a spacious pantry. Upstairs, a dedicated entertainment level awaits with a full wet bar, separate media room, and game room. Three fireplaces—two propane and one wood-burning—provide warmth and ambiance, while multiple balconies and patios invite you to soak in the ever-changing scenery. Beyond the walls, your private oasis unfolds. The centerpiece is a heated Gunite pool and spa, reconditioned in 2025, accompanied by a convenient pool house with an outdoor shower. Practical luxury is ensured with a heated garage featuring new epoxy flooring, a whole-house generator, and comprehensive air conditioning, preparing you for year-round comfort. Every detail has been carefully considered, creating not just a home, but a peaceful escape from the ordinary.

33 Sky Ln, Wolfeboro

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