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$1,100,000
3 Beds 2 Baths 5098328 MLS
Soak in the peaceful beauty of Chauncey Creek and Pepperrell Cove from this charming coastal home in coveted Kittery Point. Perfectly positioned on Hoyts Island Lane with water views on two sides of the property, this delightful three-bedroom, two-bath home has been a cherished family retreat for more than 50 years. Freshly painted with new front steps, an updated driveway, and thoughtfully refreshed landscaping, the home's inviting curb appeal sets the tone from the moment you arrive. The wrap-around covered porch offers the perfect place to relax and take in the scenic surroundings, with direct access from both the spacious living room and the dining area. Inside, high ceilings, hardwood floors, and timeless period details--including the original front staircase and classic trim work--create a warm, light-filled atmosphere. The well-appointed kitchen features Craftsman-style cabinetry, wood countertops, and updated stainless steel appliances, blending character with modern convenience. Just off the kitchen, a practical mudroom includes a full first-floor bath and opens to an expansive side and rear deck, ideal for entertaining family and friends. Upstairs, you'll find three comfortable bedrooms and a second full bath. Additional highlights include a newer roof, a full basement with ample storage and both interior stairs and exterior ''doghouse'' access. Launch your canoe, kayak, or paddleboard nearby and spend your days exploring the tranquil coastal waterways. Whether you're searching for a year-round residence or the perfect Seacoast getaway, this special property offers easy access to area beaches, charming shops, and exceptional dining. Conveniently located just over an hour from Boston and approximately 45 minutes from Portland, this is coastal Maine living at its finest.

5 Hoyts Island Ln, Kittery

$1,350,000
5 Beds 5 Baths 5095089 MLS
Three Distinct Spaces. One Coastal Opportunity. A unique property blending historic character, flexible living, and home-based business potential just minutes from downtown Portsmouth. Originally part of the Moulton Dairy Farm, the home was thoughtfully reimagined into three integrated spaces for modern living: the main residence, a post-and-beam barn with gallery/studio, and an attached two-bedroom apartment. An interplay of dramatic, light-filled rooms and more intimate living areas creates a home that is both architecturally striking and comfortable. The barn provides an inspiring environment with soaring ceilings, oversized windows, a wood-burning fireplace, and French doors linking the Great Room to the Gallery. A long-standing spirit of creativity and connection is reflected here, with art exhibits, workshops, and community events hosted over the years. The main residence offers pragmatic everyday living with radiant heat throughout the well-appointed eat-in kitchen, dining area, and cozy living room. Also on the first floor, an office, guest room, and 1.5 baths; on the second floor, the primary bedroom with private full bath, two additional bedrooms with shared bath, and spacious laundry room. Overlooking the backyard is a deck with views of a shimmering pond on adjacent conservation land. The apartment further expands the property’s utility for multi-generational living, guests, or income potential. Surrounded by mature landscaping, wildlife, and 170 feet of frontage along tidal Spruce Creek, you'll enjoy a rare sense of tranquility and connection to nature. Launch a kayak or paddleboard directly from the shore and explore the beautiful local waterways. Despite its pastoral setting, the property offers convenient access to Seapoint Beach and Fort Foster, outlet mall shopping, the restaurants and arts scene of Kittery Foreside and Portsmouth, and Route 95. Part of a two-unit association on 3.68 acres total, with designated exclusive-use land for each unit.

178 Haley Road Unit 2, Kittery

$792,400
5093964 MLS
AUCTION To Settle Estate (listed sale price is merely the assessed value being used as a place holder and not the auction price) 4 Bedroom Craftsman w/ In-law Apartment Online-only Bidding Ends: Tuesday, June 30th at 1:00 p.m. Offered for sale to settle the estate of longtime Kittery resident and community advocate Janet Wilhelmina Gourley, 52 Whipple Road reflects decades of thoughtful ownership. Janet was actively involved in numerous civic and gardening organizations and her love of gardening and community beautification is evident throughout the property's mature landscape and gardens. Situated on a beautifully landscaped corner lot within walking distance of the shops, restaurants, and waterfront attractions of Kittery Foreside, the home offers an outstanding combination of timeless craftsmanship, flexible living space, and a highly desirable location. The main residence is a 4-bedroom Craftsman-style home built in 1942, rich with period character and architectural detail. Hardwood floors, coffered ceilings, a fireplace with custom wood surround, and a retro tiled bath contribute to the home's warmth and charm. A partially finished full basement expands the living area and includes a built-in bar and ¾ bath, making it ideal for entertaining family and friends. Attached to the main residence is an 864± square foot, 1-bedroom in-law apartment, well suited for multigenerational living, guest accommodations, or potential rental income. A detached two-car garage and matching storage shed further enhances the property's functionality. A $10,000 deposit will be delivered to the auction company as a qualification to bid. Successful bidder to deliver earnest money totaling 10% of the total purchase price no later than July 1st with the balance due at closing within 45 days. A 10% buyer’s premium will be added to the high bid price to become the total purchase price. Property is being sold as-is, free and clear of all liens. Subject to confirmation of the estate rep.

52 Whipple Rd, Kittery

$792,400
5 Beds 3 Baths 5093963 MLS
AUCTION To Settle Estate (listed sale price is merely the assessed value being used as a place holder and not the auction price) 4 Bedroom Craftsman w/ In-law Apartment Online-only Bidding Ends: Tuesday, June 30th at 1:00 p.m. Offered for sale to settle the estate of longtime Kittery resident and community advocate Janet Wilhelmina Gourley, 52 Whipple Road reflects decades of thoughtful ownership. Janet was actively involved in numerous civic and gardening organizations and her love of gardening and community beautification is evident throughout the property's mature landscape and gardens. Situated on a beautifully landscaped corner lot within walking distance of the shops, restaurants, and waterfront attractions of Kittery Foreside, the home offers an outstanding combination of timeless craftsmanship, flexible living space, and a highly desirable location. The main residence is a 4-bedroom Craftsman-style home built in 1942, rich with period character and architectural detail. Hardwood floors, coffered ceilings, a fireplace with custom wood surround, and a retro tiled bath contribute to the home's warmth and charm. A partially finished full basement expands the living area and includes a built-in bar and ¾ bath, making it ideal for entertaining family and friends. Attached to the main residence is an 864± square foot, 1-bedroom in-law apartment, well suited for multigenerational living, guest accommodations, or potential rental income. A detached two-car garage and matching storage shed further enhances the property's functionality. A $10,000 deposit will be delivered to the auction company as a qualification to bid. Successful bidder to deliver earnest money totaling 10% of the total purchase price no later than July 1st with the balance due at closing within 45 days. A 10% buyer’s premium will be added to the high bid price to become the total purchase price. Property is being sold as-is, free and clear of all liens. Subject to confirmation of the estate rep.

52 Whipple Rd, Kittery

$1,350,000
5 Beds 5 Baths 5088971 MLS
Three Distinct Spaces. One Coastal Opportunity. A unique property blending historic character, flexible living, and home-based business potential just minutes from downtown Portsmouth. Originally part of the Moulton Dairy Farm, the home was thoughtfully reimagined into three integrated spaces for modern living: the main residence, a post-and-beam barn with gallery/studio, and an attached two-bedroom apartment. An interplay of dramatic, light-filled rooms and more intimate living areas creates a home that is both architecturally striking and comfortable. The barn provides an inspiring environment with soaring ceilings, oversized windows, a wood-burning fireplace, and French doors linking the Great Room to the Gallery. A long-standing spirit of creativity and connection is reflected here, with art exhibits, workshops, and community events hosted over the years. The main residence offers pragmatic everyday living with radiant heat throughout the well-appointed eat-in kitchen, dining area, and cozy living room. Also on the first floor, an office, guest room, and 1.5 baths; on the second floor, the primary bedroom with private full bath, two additional bedrooms with shared bath, and spacious laundry room. Overlooking the backyard is a deck with views of a shimmering pond on adjacent conservation land. The apartment further expands the property’s utility for multi-generational living, guests, or income potential. Surrounded by mature landscaping, wildlife, and 170 feet of frontage along tidal Spruce Creek, you'll enjoy a rare sense of tranquility and connection to nature. Launch a kayak or paddleboard directly from the shore and explore the beautiful local waterways. Despite its pastoral setting, the property offers convenient access to Seapoint Beach and Fort Foster, outlet mall shopping, the restaurants and arts scene of Kittery Foreside and Portsmouth, and Route 95. Part of a two-unit association on 3.68 acres total, with designated exclusive-use land for each unit.

178 Haley Road Unit 2, Kittery

$769,000
3 Beds 2 Baths 5086862 MLS
Set within a desirable cul-de-sac neighborhood, this 3-bedroom, 2-bath home is well-suited for buyers ready for their next chapter--whether that means gaining a bit more space to grow into or simplifying into a layout that still allows room for guests, work, and everyday living. It offers a thoughtful balance of function and flexibility, with the ability to live primarily on one level while still having additional space when you need it.Enter through the 2-car garage and step into the kitchen, where the home seamlessly flows from meal prep to dining to a comfortable living space highlighted by a large picture window. Large, sun-filled windows bring natural light into the main living areas, creating a bright and inviting atmosphere.The main level supports true first-floor living, with a primary bedroom and full bathroom conveniently in place. Upstairs, you'll find two well-proportioned bedrooms, a second full bath, and a spacious home office--ideal for remote work or a dedicated creative space. Each bedroom offers ample closet storage, and the unfinished basement provides an opportunity to expand if additional living space is desired.The setting offers a quieter neighborhood feel with limited through traffic, complemented by a usable yard that includes a dedicated play area along with space for outdoor enjoyment, recreation, or simply spending time outside. A long driveway leads to the 2-car garage, with a separate gravel pad suited for RV parking, trailers, or additional vehicles. The yard has been thoughtfully cultivated with a pollinator meadow and productive fruit trees, appealing to those who enjoy a more natural, usable outdoor setting.Whether you're looking for the convenience of first-floor living with room to grow, or a setting that offers both privacy and a neighborhood feel, this home is well positioned to meet a variety of needs.

9 Roseberry Ln, Kittery

$3,500,000
3 Beds 3 Baths 5083375 MLS
Rare waterfront opportunity on sought after Badger’s Island a 3 bedroom, 3 bath condominium offering unparalleled views of the Piscataqua River with the iconic Portsmouth skyline as your backdrop. Built in 2001, 27 Badger’s Island blends classic coastal architecture with thoughtful modern conveniences, including a heated, drive under 2 car garage with elevator access and dedicated storage. Experience true seaside living with private access to the manicured lawn directly from your front deck, where the river’s natural beauty becomes part of your everyday life. The expansive open concept layout features a formal dining area that flows seamlessly into a stunning, sun drenched living room wrapped in windows and anchored by a gas fireplace—perfect for cool summer evenings. The primary suite offers a newly renovated ensuite bath and a front row vantage point of the water’s serene panorama. A fully renovated, open concept kitchen serves as the home’s centerpiece, complete with an adjacent den that creates a bright, inviting space for daily living. A fully covered side porch extends your outdoor enjoyment and connects directly to the heart of the home. Two additional full size bedrooms, a full bath, and a dedicated laundry room on the street facing side provide excellent comfort and flexibility for guests or family. All of this is within walking distance to Kittery Foreside and downtown Portsmouth’s boutique shopping, diverse dining, and cultural attractions, as well as the expanding restaurant scene on Badger’s Island. With convenient access to NH, ME, and MA via the Route 95 corridor, this location supports both an energetic lifestyle and effortless commuting.

27 Badgers Island W Unit 1, Kittery

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