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Tucked into the heart of Freeport Village, this well-maintained classic Cape offers charm, flexibility, and a rare opportunity to expand. Set on a double lot, the property provides exceptional potential for an additional dwelling unit (ADU), guest house, barn, or simply enhanced privacy with room to garden and enjoy the outdoors. Inside, the home is rich with character, featuring hardwood floors throughout and thoughtful custom trim work, including wainscoting and beadboard details. The first floor offers a comfortable and functional layout with a sun-filled living room, dining room, kitchen, and a first-floor bedroom. Upstairs, you'll find an additional bedroom along with a flexible office space. A detached one-car garage adds convenience, while the location truly sets this property apart. Enjoy the ease of walking to Freeport's vibrant village--coffee shops, bakeries, local shopping, and seasonal concerts in the park. Outdoor enthusiasts will appreciate the close proximity to Winslow Park and Wolfe's Neck Woods State Park, with easy access to the coastline, beaches, and outdoor recreation. Portland is just a short 20-minute drive away. A rare blend of classic New England charm, coastal proximity, in-town convenience, and future potential. OPEN HOUSE Sunday 5/17 10:00 AM - 12:00 NOON

2 Beds ⋅ 1 Baths

Tucked into the heart of Freeport Village, this well-maintained classic Cape offers charm, flexibility, and a rare opportunity to expand. Set on a double lot, the property provides exceptional potential for an additional dwelling unit (ADU), guest house, barn, or simply enhanced privacy with room to garden and enjoy the outdoors. Inside, the home is rich with character, featuring hardwood floors throughout and thoughtful custom trim work, including wainscoting and beadboard details. The first floor offers a comfortable and functional layout with a sun-filled living room, dining room, kitchen, and a first-floor bedroom. Upstairs, you'll find an additional bedroom along with a flexible office space. A detached one-car garage adds convenience, while the location truly sets this property apart. Enjoy the ease of walking to Freeport's vibrant village--coffee shops, bakeries, local shopping, and seasonal concerts in the park. Outdoor enthusiasts will appreciate the close proximity to Winslow Park and Wolfe's Neck Woods State Park, with easy access to the coastline, beaches, and outdoor recreation. Portland is just a short 20-minute drive away. A rare blend of classic New England charm, coastal proximity, in-town convenience, and future potential. OPEN HOUSE Sunday 5/17 10:00 AM - 12:00 NOON

8 Oak Ave, Freeport

Listing courtesy of EXP Realty.

Selling Office: Town & Shore Real Estate.

$425,000

Welcome to 60 Pleasant Hill Road--where location, lifestyle, and opportunity come together in the heart of Freeport. A rare single-family opportunity in Freeport at this price point, this home is ideally suited for buyers who are just starting out or looking to downsize. It offers easy, low-maintenance living in a setting that feels both connected and convenient. Set in one of Freeport's most desirable areas, the location truly shines. You're just about 5 minutes from the iconic L.L.Bean Flagship Store and the vibrant downtown village, known for its shopping, dining, and year-round activity. In addition, the convenient proximity to Brunswick--just 10-15 minutes away--has been a major benefit, offering even more access to restaurants, shopping, and everyday amenities. For those who love the outdoors, you're only about 8-10 minutes from Wolfe's Neck Woods State Park, offering miles of scenic trails and stunning oceanfront views. Beyond that, the area is surrounded by conservation land and trail systems--including options within walking distance--making it easy to get outside and enjoy Maine's natural beauty. Nearby, you'll also find Wolfe's Neck Center for Agriculture & the Environment and the beautiful Harraseeket River for even more outdoor recreation. Commuters will appreciate being just about 20 minutes from Portland, giving you quick access to expanded dining, arts, and waterfront experiences. Inside, the home features a comfortable 2-bedroom, 1-bath layout with an open-concept design that feels light, bright, and inviting--a feature the sellers have truly loved. The home and yard have been meticulously maintained, and outside, the property offers space to relax, garden, or entertain--an ideal setting to enjoy Maine's seasons. A rare opportunity to own in a prime Freeport location--close to everything and easy to enjoy.

2 Beds ⋅ 1 Baths

Welcome to 60 Pleasant Hill Road--where location, lifestyle, and opportunity come together in the heart of Freeport. A rare single-family opportunity in Freeport at this price point, this home is ideally suited for buyers who are just starting out or looking to downsize. It offers easy, low-maintenance living in a setting that feels both connected and convenient. Set in one of Freeport's most desirable areas, the location truly shines. You're just about 5 minutes from the iconic L.L.Bean Flagship Store and the vibrant downtown village, known for its shopping, dining, and year-round activity. In addition, the convenient proximity to Brunswick--just 10-15 minutes away--has been a major benefit, offering even more access to restaurants, shopping, and everyday amenities. For those who love the outdoors, you're only about 8-10 minutes from Wolfe's Neck Woods State Park, offering miles of scenic trails and stunning oceanfront views. Beyond that, the area is surrounded by conservation land and trail systems--including options within walking distance--making it easy to get outside and enjoy Maine's natural beauty. Nearby, you'll also find Wolfe's Neck Center for Agriculture & the Environment and the beautiful Harraseeket River for even more outdoor recreation. Commuters will appreciate being just about 20 minutes from Portland, giving you quick access to expanded dining, arts, and waterfront experiences. Inside, the home features a comfortable 2-bedroom, 1-bath layout with an open-concept design that feels light, bright, and inviting--a feature the sellers have truly loved. The home and yard have been meticulously maintained, and outside, the property offers space to relax, garden, or entertain--an ideal setting to enjoy Maine's seasons. A rare opportunity to own in a prime Freeport location--close to everything and easy to enjoy.

60 Pleasant Hill Rd, Freeport

Listing courtesy of Tim Dunham Realty. 207-729-7297

Selling Office: Portside Real Estate Group.

$620,000

Beautiful single family home with an attached ADU on 4.34 acres.

2 Beds ⋅ 1 Baths

Beautiful single family home with an attached ADU on 4.34 acres.

3 Pixie Grove, Freeport

Listing courtesy of Blue Lobster Real Estate.

Selling Office: Meservier & Associates.

$6,745,000

49 Rising Tide is a stunning, custom-built shingle-style residence crafted by renowned builder Dale Bragg. Completed in 2019, this exceptional home spans nearly 4,800 square feet of above-grade living space, plus an additional 1,200 square feet of beautifully finished lower-level space, including daylight areas. Entering the home, you're welcomed into an expansive, thoughtfully designed mudroom. Above the garage, a separate staircase leads to a spacious guest suite (currently used as a nursery with two bedrooms), complete with a gorgeous full bath across the hall, ideal for guests, in-laws, or an au pair. Continuing through the mudroom, you'll find a private home office. The heart of the home unfolds into a spectacular kitchen, dining, and living area. The kitchen is a true showstopper, featuring a massive center island, custom cabinetry, top-of-the-line appliances, premium stonework, and every upgrade one would expect in a home of this caliber. The adjacent family room offers soaring coffered ceilings and a dramatic stone fireplace as its centerpiece. Large sliders open to the patio, backyard, and water views overlooking the river and dock. The first-floor primary suite is a luxurious retreat, complete with a generous walk-in closet and a spa-like bath featuring exquisite finishes. Upstairs, you'll find an office and three additional bedrooms. Two share a charming Jack-and-Jill bath, and the third is en-suite, ideal as a second primary suite. The daylight lower level includes a dedicated home gym, a spacious family room, and a half bath. Step outside to enjoy the large stone patio, a beautifully landscaped yard, serene waterfront views, and a deep dock. A standout feature is the extraordinary screened-in porch, unlike anything you've seen. Out front, the property boasts a sun-soaked saltwater Gunite pool, along with a barn with power and space above that is ready to be finished.

6 Beds ⋅ 6 Baths

49 Rising Tide is a stunning, custom-built shingle-style residence crafted by renowned builder Dale Bragg. Completed in 2019, this exceptional home spans nearly 4,800 square feet of above-grade living space, plus an additional 1,200 square feet of beautifully finished lower-level space, including daylight areas. Entering the home, you're welcomed into an expansive, thoughtfully designed mudroom. Above the garage, a separate staircase leads to a spacious guest suite (currently used as a nursery with two bedrooms), complete with a gorgeous full bath across the hall, ideal for guests, in-laws, or an au pair. Continuing through the mudroom, you'll find a private home office. The heart of the home unfolds into a spectacular kitchen, dining, and living area. The kitchen is a true showstopper, featuring a massive center island, custom cabinetry, top-of-the-line appliances, premium stonework, and every upgrade one would expect in a home of this caliber. The adjacent family room offers soaring coffered ceilings and a dramatic stone fireplace as its centerpiece. Large sliders open to the patio, backyard, and water views overlooking the river and dock. The first-floor primary suite is a luxurious retreat, complete with a generous walk-in closet and a spa-like bath featuring exquisite finishes. Upstairs, you'll find an office and three additional bedrooms. Two share a charming Jack-and-Jill bath, and the third is en-suite, ideal as a second primary suite. The daylight lower level includes a dedicated home gym, a spacious family room, and a half bath. Step outside to enjoy the large stone patio, a beautifully landscaped yard, serene waterfront views, and a deep dock. A standout feature is the extraordinary screened-in porch, unlike anything you've seen. Out front, the property boasts a sun-soaked saltwater Gunite pool, along with a barn with power and space above that is ready to be finished.

49 Rising Tide Ln, Freeport

Listing courtesy of Portside Real Estate Group.

Selling Office: Keller Williams Realty.

$870,000

Privately set on a quiet dead-end street surrounded by well-appointed homes, this beautifully crafted Freeport residence offers over 2,300 square feet of thoughtfully designed living space with a highly desirable first-floor primary suite. Built with comfort and modern living in mind, the home features a bright open-concept layout filled with natural light and quality finishes throughout. The spacious kitchen serves as the heart of the home, complete with a large center island, pantry, and seamless flow into the dining and living areas, ideal for entertaining or everyday living. White oak hardwood floors and tasteful design elements create a warm yet refined atmosphere. The first-floor primary suite provides convenience and privacy with a well-appointed ensuite bath, while the main level also includes a half bath and inviting living spaces designed for both functionality and style. The second floor offers two additional generously sized bedrooms along with a flexible nook that works perfectly as a home office, reading space, or bonus area. For added buyer confidence, the property has been pre-inspected and includes a one-year home warranty, providing peace of mind for the next owner. Located just minutes from Freeport Village and the world-famous L.L.Bean flagship campus, residents enjoy convenient access to shopping, dining, and year-round community events. Outdoor enthusiasts will appreciate nearby Wolfe's Neck State Park, Casco Bay boating, scenic trails, and Maine's beautiful coastline, while commuters benefit from easy access to I-295 and approximately 20-25 minutes to Portland. Offering the perfect balance of privacy, convenience, and modern construction, this property is ideal for year-round living or a Maine retreat. A rare opportunity to own a newer home in one of Freeport's most desirable residential settings.

3 Beds ⋅ 3 Baths

Privately set on a quiet dead-end street surrounded by well-appointed homes, this beautifully crafted Freeport residence offers over 2,300 square feet of thoughtfully designed living space with a highly desirable first-floor primary suite. Built with comfort and modern living in mind, the home features a bright open-concept layout filled with natural light and quality finishes throughout. The spacious kitchen serves as the heart of the home, complete with a large center island, pantry, and seamless flow into the dining and living areas, ideal for entertaining or everyday living. White oak hardwood floors and tasteful design elements create a warm yet refined atmosphere. The first-floor primary suite provides convenience and privacy with a well-appointed ensuite bath, while the main level also includes a half bath and inviting living spaces designed for both functionality and style. The second floor offers two additional generously sized bedrooms along with a flexible nook that works perfectly as a home office, reading space, or bonus area. For added buyer confidence, the property has been pre-inspected and includes a one-year home warranty, providing peace of mind for the next owner. Located just minutes from Freeport Village and the world-famous L.L.Bean flagship campus, residents enjoy convenient access to shopping, dining, and year-round community events. Outdoor enthusiasts will appreciate nearby Wolfe's Neck State Park, Casco Bay boating, scenic trails, and Maine's beautiful coastline, while commuters benefit from easy access to I-295 and approximately 20-25 minutes to Portland. Offering the perfect balance of privacy, convenience, and modern construction, this property is ideal for year-round living or a Maine retreat. A rare opportunity to own a newer home in one of Freeport's most desirable residential settings.

2 Renee Rd, Freeport

Listing courtesy of Keller Williams Realty. 207-318-6997

Selling Office: Fieldstone Real Estate Partners.

$339,000

1,188 sf ranch home. 2 br, 1 + 1/2 bath. Detached 1 car oversized garage with storage room above. FHA/Oil. Woodstove for chilly nights. Solid core interior doors. 5 minutes to 295. drilled well

2 Beds ⋅ 2 Baths

1,188 sf ranch home. 2 br, 1 + 1/2 bath. Detached 1 car oversized garage with storage room above. FHA/Oil. Woodstove for chilly nights. Solid core interior doors. 5 minutes to 295. drilled well

162 Durham Rd, Freeport

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

Selling Office: Red Door Realty.

$752,500

SUN-DRENCHED CAPE SET ON 3+ PRIVATE ACRES -- WHERE CHARM MEETS MODERN LIVING Tucked away on a peaceful, wooded 3.34-acre lot, this beautiful 4-bedroom, 2.5-bath Cape offers a warm and inviting retreat with the perfect balance of character and functionality. From the moment you step inside, you're greeted by an abundance of natural light, gleaming hardwood floors, and a stunning floor-to-ceiling exposed brick chimney featuring an soapstone wood-burning stove--creating a cozy focal point that truly sets the tone. The heart of the home is the thoughtfully renovated kitchen, complete with granite countertops, stainless steel appliances, and a gas range. It flows effortlessly into the dining area and an expansive living room with dramatic cathedral ceilings, making it an ideal setting for both everyday living and entertaining. The first floor offers exceptional flexibility, with two bedrooms--one currently serving as a home office--a full bath with convenient laundry, and an additional den perfect for relaxing or hosting guests. Upstairs, the spacious primary suite provides a peaceful escape with a walk-in closet and private bath, complemented by a fourth bedroom. Go outside to enjoy your own slice of Maine, with a large back deck perfect for summer gatherings, surrounded by nature and ample space for gardening, recreation, or quiet moments outdoors. All of this just minutes from the charm and convenience of Freeport's shopping, dining, and amenities--offering the best of both privacy and accessibility.

4 Beds ⋅ 3 Baths

SUN-DRENCHED CAPE SET ON 3+ PRIVATE ACRES -- WHERE CHARM MEETS MODERN LIVING Tucked away on a peaceful, wooded 3.34-acre lot, this beautiful 4-bedroom, 2.5-bath Cape offers a warm and inviting retreat with the perfect balance of character and functionality. From the moment you step inside, you're greeted by an abundance of natural light, gleaming hardwood floors, and a stunning floor-to-ceiling exposed brick chimney featuring an soapstone wood-burning stove--creating a cozy focal point that truly sets the tone. The heart of the home is the thoughtfully renovated kitchen, complete with granite countertops, stainless steel appliances, and a gas range. It flows effortlessly into the dining area and an expansive living room with dramatic cathedral ceilings, making it an ideal setting for both everyday living and entertaining. The first floor offers exceptional flexibility, with two bedrooms--one currently serving as a home office--a full bath with convenient laundry, and an additional den perfect for relaxing or hosting guests. Upstairs, the spacious primary suite provides a peaceful escape with a walk-in closet and private bath, complemented by a fourth bedroom. Go outside to enjoy your own slice of Maine, with a large back deck perfect for summer gatherings, surrounded by nature and ample space for gardening, recreation, or quiet moments outdoors. All of this just minutes from the charm and convenience of Freeport's shopping, dining, and amenities--offering the best of both privacy and accessibility.

18 Glenview Rd, Freeport

Listing courtesy of Portside Real Estate Group.

Selling Office: Portside Real Estate Group.

$983,000

Welcome to this one-of-a-kind seaside retreat at the end of the quintessential Lower Flying Point peninsula. Set on nearly an acre with over 600 feet of beachy, rocky & accessible water frontage, this rustic shingle style Salt Box cottage offers an oceanfront escape like no other. A winding forest trail meanders along the edge of this coastal oasis, where the coming & going of the tides brings daily delights from many vantage points; magical sun & moonrises, vibrant sunsets that illuminate the islands, the sound of water lapping the shore, a front row seat to abundant wildlife & moonbeams shimmering across the ocean that reflect & dance onto the ceilings while you drift off to sleep. This property instantly welcomes one to indulge in the natural cycles & the pulse of life that surrounds. Efficient 3-bedroom, 2-bath home blends character & comfort with large windows oriented to capture the seascape of the islands & beyond, built-ins, exposed beams, skylights, balconies & decks that oblige one to immerse in the beauty of this special place. The practical kitchen, spacious pantry with washer/dryer, office space, open floor plan, propane heaters & cozy wood stove make the home fully functional, while still offering room for your imagination to shape its next chapter. Adding to the charm is a detached sleeping cabin--perfect for a true outdoor overnight experience, a guest hideaway, or simply a quiet spot to unplug & take in the sea air. Mature oak trees frame the easterly exposure, where Ospreys, Eagles, Great Blue Herons, ducks & seals make regular appearances and overhang the shorefront - the decision of the day is where to relax. A workshop shed is very useful, while the island-like setting provides unmatched tranquility. Yet, you're still connected - only 15 minutes to Brunswick & 30 minutes to Portland. Dreamy, peaceful & rare, this oceanfront property offers the chance to get away from it all while staying close to everything that matters.

3 Beds ⋅ 2 Baths

Welcome to this one-of-a-kind seaside retreat at the end of the quintessential Lower Flying Point peninsula. Set on nearly an acre with over 600 feet of beachy, rocky & accessible water frontage, this rustic shingle style Salt Box cottage offers an oceanfront escape like no other. A winding forest trail meanders along the edge of this coastal oasis, where the coming & going of the tides brings daily delights from many vantage points; magical sun & moonrises, vibrant sunsets that illuminate the islands, the sound of water lapping the shore, a front row seat to abundant wildlife & moonbeams shimmering across the ocean that reflect & dance onto the ceilings while you drift off to sleep. This property instantly welcomes one to indulge in the natural cycles & the pulse of life that surrounds. Efficient 3-bedroom, 2-bath home blends character & comfort with large windows oriented to capture the seascape of the islands & beyond, built-ins, exposed beams, skylights, balconies & decks that oblige one to immerse in the beauty of this special place. The practical kitchen, spacious pantry with washer/dryer, office space, open floor plan, propane heaters & cozy wood stove make the home fully functional, while still offering room for your imagination to shape its next chapter. Adding to the charm is a detached sleeping cabin--perfect for a true outdoor overnight experience, a guest hideaway, or simply a quiet spot to unplug & take in the sea air. Mature oak trees frame the easterly exposure, where Ospreys, Eagles, Great Blue Herons, ducks & seals make regular appearances and overhang the shorefront - the decision of the day is where to relax. A workshop shed is very useful, while the island-like setting provides unmatched tranquility. Yet, you're still connected - only 15 minutes to Brunswick & 30 minutes to Portland. Dreamy, peaceful & rare, this oceanfront property offers the chance to get away from it all while staying close to everything that matters.

71 Merganser Way, Freeport

Listing courtesy of Keller Williams Realty.

Selling Office: EXP Realty.

$650,000

Set in a serene, wooded setting, this thoughtfully designed condominium offers a peaceful, retreat-like feel while remaining just minutes from everything Yarmouth and Freeport have to offer. Blending modern style with everyday comfort, the open-concept first floor features a custom kitchen, inviting living and dining areas, and a first-floor primary suite with a beautifully appointed bath and convenient laundry. Upstairs, two additional bedrooms and a full bath provide flexible space for guests or family. Detailed trim work, central air, a full basement, and an oversized one-car garage reflect the quality craftsmanship of this newer construction, creating a home that feels both refined and effortlessly livable.

3 Beds ⋅ 3 Baths

Set in a serene, wooded setting, this thoughtfully designed condominium offers a peaceful, retreat-like feel while remaining just minutes from everything Yarmouth and Freeport have to offer. Blending modern style with everyday comfort, the open-concept first floor features a custom kitchen, inviting living and dining areas, and a first-floor primary suite with a beautifully appointed bath and convenient laundry. Upstairs, two additional bedrooms and a full bath provide flexible space for guests or family. Detailed trim work, central air, a full basement, and an oversized one-car garage reflect the quality craftsmanship of this newer construction, creating a home that feels both refined and effortlessly livable.

17 Youngs Ln Unit 17, Freeport

Listing courtesy of Landmark Realty.

Selling Office: Portside Real Estate Group.

$697,500

Welcome to this move in ready and thoughtfully updated Cape style home offering a flexible layout with five total rooms including four bedrooms and a dedicated office. The first floor features a bedroom, office and full bathroom while the second floor offers three additional bedrooms and another full bath. Inside you will find a warm and inviting feel with hardwood and tile flooring along with custom built ins. The kitchen has been beautifully refreshed with stainless steel appliances, a gas range, new exhaust hood, painted cabinetry and an expanded island that creates the perfect space for everyday living and entertaining. Step outside and enjoy easy indoor outdoor living with an expanded back deck overlooking a private backyard complete with a new stone patio, above ground pool, fire pit area and mature landscaping. Recent updates add comfort and peace of mind including a new washer and dryer, updated window treatments, smart thermostats, childproof outlets, paddle dimmer switches, a storm door and a generator. Set on a quiet private lot just down the road from access to Florida Lake, this location offers the perfect balance of nature and convenience with downtown Freeport and I 295 only minutes away.

4 Beds ⋅ 2 Baths

Welcome to this move in ready and thoughtfully updated Cape style home offering a flexible layout with five total rooms including four bedrooms and a dedicated office. The first floor features a bedroom, office and full bathroom while the second floor offers three additional bedrooms and another full bath. Inside you will find a warm and inviting feel with hardwood and tile flooring along with custom built ins. The kitchen has been beautifully refreshed with stainless steel appliances, a gas range, new exhaust hood, painted cabinetry and an expanded island that creates the perfect space for everyday living and entertaining. Step outside and enjoy easy indoor outdoor living with an expanded back deck overlooking a private backyard complete with a new stone patio, above ground pool, fire pit area and mature landscaping. Recent updates add comfort and peace of mind including a new washer and dryer, updated window treatments, smart thermostats, childproof outlets, paddle dimmer switches, a storm door and a generator. Set on a quiet private lot just down the road from access to Florida Lake, this location offers the perfect balance of nature and convenience with downtown Freeport and I 295 only minutes away.

108 Baker Rd, Freeport

Listing courtesy of Waypoint Brokers Collective.

Selling Office: Keller Williams Realty.

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