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58 Beaumont Dr, Naples
$4,400,000
6 Beds ⋅ 7 Baths
PRICELESS, PRISTINE PRIVACY WITH A CASUALLY ELEGANT TRUE CUSTOM CRAFTED WALTMAN DESIGNED WHITE PINE LOG HOME, POST AND BEAM CONSTRUCTION WITH A COPPER ROOF, SANDY BEACH, HUNDREDS OF FEET FROM YOUR NEAREST NEIGHBORS ON EACH SIDE. HALF A MILE FROM ACCESS ROAD AND 50 ACRES OF BUFFER LAND OWNED BY YOU AND YOUR ONE NEIGHBOR. IMPECCABLY MAINTAINED, INCREDIBLY HARDSCAPED INCLUDING HUGE PATIO PERFECTLY PERCHED FOR AMAZING VIEWS OF TREASURED LONG LAKE, HOME OFFERS TONS OF SEPARATE SPACE WITH SEVERAL ON-SUITE BEDROOMS AND A GUEST HOUSE WITH GAMEROOM. PLUS, MEMORY MAKING PLAYHOUSE, UNEXPECTED BONUS IS AN ENORMOUS BARN FOR ALL THE TOYS THAT LAKE LIFE BRINGS. CLOSE TO THE NAPLES CAUSEWAY FOR FUN AND AIRPORT FOR CONVENIENCE, MAGNIFICENT ESTATE LIKE ONE-OF-A-KIND LEGACY PROPERTY, VERY SPECIAL....................

58 Beaumont Dr, Naples

Listing courtesy of Century 21 North East.

Selling Office: Century 21 North East.

75 Scenic View Dr, Naples
$3,395,000
4 Beds ⋅ 5 Baths
A private waterfront paradise just in time for a magical Maine summer. Set at the end of a winding circular drive on nearly two acres, this extraordinary retreat is embraced by pristine water on three sides and offers 350 feet of west-facing shoreline for unforgettable sunsets. Here, days unfold to the call of loons, afternoons are spent exploring 45 miles of connected waterways from Long Lake to Sebago Lake, and evenings end with the sun melting into the horizon. Equal parts grand and welcoming, it's a place where family and friends gather, summer traditions take root, and memories are made for generations. Double fir doors open to a dramatic great room where soaring cathedral ceilings and a wall of glass frame shimmering blue water, lush ferns, and towering evergreens. Anchored by a stone fireplace, the great room flows into a spacious chef's kitchen designed for the rhythms of lake life. Sea glass-green cabinetry, granite surfaces, and stainless steel appliances complement a space made for gathering, while glass doors open to a screened porch clad in tongue-and-groove pine and a lakeside stone patio with a fireplace, perfect for sunset dinners, evening cocktails, and nights beneath the stars. Three ensuite bedrooms, including first- and second-floor primary suites, offer privacy and sweeping water views. A dedicated office and second-floor family room provide flexibility for work, relaxation, and guests. Above the heated three-bay garage and workshop, a charming carriage house offers its own kitchen, bedroom, bath, laundry, screened porch, and private deck overlooking the lake. A smart-home system controls the HVAC, lighting, security, and even the 400-square-foot dock with a lift. From your backyard, boat to waterfront restaurants, beaches, hidden coves, and island destinations all summer long, while Pleasant Mountain Ski Resort is just 20 minutes away for winter adventures. Experience the very best of Maine lakefront living in every season.

75 Scenic View Dr, Naples

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: RE/MAX By The Bay.

148 Meadowbrook Ln, Naples
$3,250,000
6 Beds ⋅ 4 Baths
Welcome to 148 Meadowbrook Lane in Naples, Maine, an exceptionally private waterfront retreat on the western shore of Long Lake. Set at the end of a long drive and bordering protected conservation land, this offering provides a rare sense of seclusion with 405 feet of owned, sandy-bottom frontage and long lake views. Enjoy seamless access to boating, kayaking, fishing, dining, and the ability to cruise through the Songo Locks into Sebago Lake. The property includes three distinct living spaces. The main residence, built by Maine Eco Homes, is a custom, energy-efficient home offering true single-level living with an open layout. The kitchen features custom cabinetry, stone countertops, a large island, and high-end appliances, while the living room offers cathedral pine ceilings, expansive windows, and built-ins surrounding a stone gas fireplace. A three-season porch and lakeside deck extend the living space outdoors. The main level includes two bedrooms, including a primary suite with walk-in closets, a spacious bath, and its own private porch. The walk-out lower level offers a theater, recreation space, two bedrooms, a full bath, and an exercise area. Above the garage is a separate two-bedroom living space with a full bath, ideal for guests. Along the shoreline, a preserved 1950s camp adds character and direct water access, with an additional one-car garage for storage. Set on 2.8 acres, this is a rare Long Lake opportunity offering space, flexibility, and a truly private setting.

148 Meadowbrook Ln, Naples

Listing courtesy of The Lakes Real Estate.

Selling Office: Maine Real Estate Choice.

37 Granite Rd, Naples
$1,850,000
3 Beds ⋅ 3 Baths
NAPLES -- 212 FEET OF OWNED FRONTAGE ON SEBAGO LAKE -- Exceptional waterfront, substantial recent improvements, and a private setting distinguish this extensively renovated Sebago Lake home. Positioned at the end of a cul-de-sac in Lake Sebago Estates, the property offers stunning sunsets, an expansive private dock system, and more than 1,000 feet of shared sandy beach in addition to its privately owned shoreline. The outdoor spaces have been thoughtfully designed to make the most of the setting. Extensive stonework, terraced gathering areas, upgraded pathways, and improved access to the water create multiple places to relax, entertain, and enjoy the lake. A waterfront storage building keeps boating and recreational equipment conveniently close to the shore. Inside, the home is bright, spacious, and comfortable for year-round living. The open main level features vaulted ceilings, a gas fireplace, and a first-floor primary suite, while the finished walkout level provides additional living and entertaining space. A dedicated office, currently arranged for guest accommodations, offers flexibility for working remotely or hosting additional family and friends. Recent renovations, updated mechanical systems, heat pumps, a whole-house generator, an attached two-car garage, and thoughtful infrastructure improvements allow the next owner to enjoy the property without taking on a major renovation project. Offered partially furnished, this is a rare opportunity to acquire a turnkey Sebago Lake retreat with exceptional owned frontage, substantial dockage, private beach access, and convenient proximity to marinas, dining, recreation, and the Naples Causeway.

37 Granite Rd, Naples

Listing courtesy of The Maine Real Estate Experience.

Selling Office: Better Homes and Gardens Real Estate/The Masiello Group.

130 Whippoorwill Dr, Naples
$1,741,500
4 Beds ⋅ 3 Baths
Absolutely stunning 2022 built Showcase Katahdin Cedar Log Home with 276' of owned water frontage on Sebago Cove, with direct powerboat access to Sebago Lake & beyond. Rare lakefront privacy abounds with a 2.88 acre wooded lot, 400' paved driveway, crushed stone walking path that leads to a tranquil firepit area & large aluminum dock system. The protected cove allows multiple boats to be wet-slipped right on the dock all summer, no need for a mooring- up to 5! With over 4,000 Square feet of living space, dramatic great room with round purlin roof system, 4 Bedrooms, 3 Full bathrooms, an Office/Flex room, loft, a gourmet chef's kitchen, walk in pantry, bonus living room & full bar for entertaining, mudroom, and 2 separate laundry areas, this home creates an amazing 4 season launchpad for any group or large/multigenerational family looking to enjoy the beauty of Sebago Lake. Relax outside in the 2 Story Gazebo, or anywhere in the over 1800 square feet of outdoor living space. The list goes on & on! The home is located in Sebago Cove Estates, which offers low annual dues and over 700' of additional shared waterfrontage & docks. A boating enthusiast's & fisherman's dream! A short 10 minute boat ride to Third Beach, and a 15 minute boat ride to the State Park Sandbar! By car, the home is 5 minutes to the Naples Causeway, 20 minutes to Pleasant Mountain and 45 Minutes to Portland!

130 Whippoorwill Dr, Naples

Listing courtesy of Century 21 First Choice Realty. gregory.fall@century21.com

Selling Office: Maine Real Estate Choice.

20 Partridge Way, Naples
$995,000
4 Beds ⋅ 4 Baths
BRANDY POND LIVING AT ITS BEST! This beautifully updated 3+ bdrm, 3 bath Gambrel comes with a coveted boat slip and has been thoughfully renovated from top to bottom since purchased in 2017. Every inch of the home has been customized to maximize space, comfort and functionality. Stunning kitchen was designed with entertaining and everyday convenience in mind, while the inviting living room features a fireplace and opens a large deck with beautiful views of Brandy Pond. A first floor bedroom and full bath offers fexibility for guests or one level living. Upstairs spacious primary suite includes a full bath and large walk in closet. Lower level has another bedroom and bath and another room for overflow of guests. Beautiful sandy beach that gradual frontage is a sandbar...just perfect for the little ones! Whether your looking for a year round home or a vacation getaway, you'll love the easy access to boating, fishing and all that Lakes Region has with access to Long Lake and Sebago Lake as well. Every morning on the deck overlooking the water and evenings spent cruising the lake from your own boat slip- this is the Maine lifestyle you've been dreaming about.

20 Partridge Way, Naples

Listing courtesy of Maine Real Estate Choice.

Selling Office: Maine Real Estate Choice.

34 Wrong Rd, Naples
$960,000
3 Beds ⋅ 2 Baths
Completed in 2023, this stunning post and beam home is nestled on a private, wooded +/- 92.56-acre lot. The chef's kitchen features premium stainless steel appliances, including a gas range with a pot filler, a spacious island, a pantry, and quartz countertops. The main floor features dining and living areas, along with a full bathroom, and is complemented by sliding glass doors that lead to an open deck overlooking the backyard. Upstairs, you'll find three bedrooms--each with its own heat pump--and another full bath. The finished, daylight walkout basement includes a family room warmed by a pellet stove. Situated on a private & wooded 92.56-acre lot, great for hunting & fishing with over +/-1,500 feet on the Muddy River! Enjoy being less than two miles from the Naples Causeway, town beach on Long Lake, local restaurants, and area attractions. Boat launch available at the Naples Town Beach, giving you boating access to over 40 miles on Long Lake, Brandy Pond & Sebago Lake. 45 minutes to the Portland Jetport, Maine Mall and I-95.

34 Wrong Rd, Naples

Listing courtesy of Maine Real Estate Choice.

Selling Office: Pine Tree Realty of Maine.

90 Trickey Pond Rd, Naples
$835,000
4 Beds ⋅ 3 Baths
90 Trickey Pond Road, Naples, Maine, is a well maintained year round waterfront home featuring 4 bedrooms, 3 baths, a bonus room, a finished basement, and 30 feet of owned frontage on highly desirable Trickey Pond. The privately owned waterfrontage abuts a shared right-of-way offering additional beach area and dock access directly adjacent to the property. Set on a rare 0.97 acre double lot, the property offers approximately 2,300 square feet of living space, ample parking for family and guests, and a large deck overlooking Trickey Pond, ideal for entertaining and enjoying the waterfront setting. Located just minutes from Naples Village, dining, golf, shopping, and other Lakes Region amenities, this property combines waterfront living with convenient access to everything the Lakes Region has to offer, making it an ideal year round residence or seasonal retreat.

90 Trickey Pond Rd, Naples

Listing courtesy of Harborview Properties, Inc..

Selling Office: Harborview Properties, Inc..

19 Goodridge Dr Unit 31, Naples
$824,900
2 Beds ⋅ 4 Baths
OPEN HOUSE - SATURDAY, MAY 23 12pm TO 2PM - Enjoy the best of lakeside living in this beautifully renovated condo, ideally located within walking distance to the vibrant Naples Causeway. Offering picturesque water views of Long Lake and Mount Washington! Set within a sought-after community, residents enjoy access to exceptional amenities including tennis courts, two private beaches, a beautiful sandy beach, and boat moorings. This particular unit is perfectly positioned just steps from the largest sandy beach--ideal for swimming, relaxing, or launching your day on the water. Inside, the home has been thoughtfully updated throughout. Features include gleaming hardwood floors, tile, granite countertops, and a fully renovated kitchen with newer appliances. Freshly painted and offered fully furnished, this turnkey property is ready for immediate enjoyment. Ease is ensured year-round with efficient heat pumps providing both heating and air conditioning, along with Monitor heating for added warmth. A Tesla four battery backup system offers peace of mind during power outages. The spacious primary bedroom includes a walk-in closet and a private three-quarter bath with a walk-in shower. Additional bedroom, full bath and living space includes a cozy sleeping loft and a finished lower-level family room--perfect for accommodating guests. Rounding out the home is a one-car under garage with an electric car charging station, providing both convenience and extra storage. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this exceptional Naples condo delivers it all--location, lifestyle, and luxury.

19 Goodridge Dr Unit 31, Naples

Listing courtesy of Maine Real Estate Choice.

Selling Office: Sprague & Curtis Real Estate.

15 Goodridge Dr Unit 15, Naples
$820,000
2 Beds ⋅ 3 Baths
Experience the best of Maine lakefront living in this beautifully situated waterfront condo on Long Lake in the heart of Naples with a sandy beach! Wake up to breathtaking views of Long Lake, spectacular sunsets, and the majestic Mount Washington from your own private retreat. This well-appointed condo offers 2 + bedrooms, including a spacious primary suite with a private bath and walk in closet, plus a versatile second-floor bonus area complete with a Murphy bed--perfect for hosting family and friends. The finished walkout basement provides a comfortable family room with additional living space, while the attached one-car garage offers convenience and extra storage for all your lake toys. Step outside and enjoy the private sandy beach, with the possibility of securing a boat mooring, giving you quick access to more than 40 miles of boating through Long Lake, Brandy Pond, and Sebago Lake via the historic Songo Locks. Ideally located on the Naples Causeway, you can walk to popular waterfront restaurants, marinas, shopping, live entertainment, and endless year-round recreation, including boating, fishing, swimming, hiking, snowmobiling, ice fishing, and nearby skiing. Whether you're looking for a year-round residence, vacation getaway, or investment property, this exceptional waterfront condo offers the perfect combination of enjoyment, convenience, and the ultimate Maine lakeside lifestyle.

15 Goodridge Dr Unit 15, Naples

Listing courtesy of Maine Real Estate Choice.

Selling Office: Maine Real Estate Choice.

5 Whippoorwill Dr, Naples
$818,500
4 Beds ⋅ 3 Baths
Welcome to this stunning, like-new home in the Sebago Cove Estates neighborhood! A short walk brings you to the association's common area and neighborhood dock on Sebago Cove, where you can launch kayaks or boats, swim and explore the Cove and Sebago Lake. Set on a 3+ acre lot, this property offers privacy, space, & a level of quality that truly feels like new construction, all just minutes from the heart of the Lakes Region. Looking to add a garage? The attached Class D Survey shows plenty of space for adding one in the future. This thoughtfully designed home features 4 bedrooms & 3 full baths, with 2 bedrooms conveniently located on the main level & 2 on the lower level, making it ideal for guests, extended family, or flexible living. The open layout on the main level seamlessly connects the kitchen, dining area, & living room, while vaulted ceilings enhance the home's light-filled, expansive feel. The primary bedroom suite is a true retreat, offering a private bath & walk-in closet. While the other bath on the first floor features a custom jacuzzi tub perfect for unwinding after a day on the water. The lower level includes 2 bedrooms, an office, a full bath & bonus room. Throughout the home, wood ceilings, custom shiplap, & high-end finishes create a warm, elevated feel. Designed with efficiency in mind, the home includes heat pumps throughout, a whole-home generator, & a heat pump hot water tank, providing comfort and reliability year-round. With sliders off the living room, dining area, & bonus room, indoor and outdoor living blend seamlessly. The private backyard invites you to unwind in a hammock or gather around a fire on cool Maine evenings. Ownership in Sebago Cove Estates includes 773' of shared waterfront on Sebago Cove, with association docks & annual boat slips available (no waitlist previous years & more slips can be added). 5 minutes to Causeway.

5 Whippoorwill Dr, Naples

Listing courtesy of Keller Williams Realty. info@MaineDreamProperties.com

Selling Office: Landing Real Estate.

66 Rolling Hill Dr, Naples
$815,000
4 Beds ⋅ 3 Baths
Welcome to 66 Rolling Hill Drive, a beautifully maintained home in one of Sebago Lake's most sought-after communities, Lake Sebago Estates. Set on a private 2.48-acre lot in Maine's scenic Lakes Region, this exceptional property offers the perfect blend of privacy, comfort, and year-round recreation. Residents enjoy exclusive access to a deeded boat dock and slips, along with two private beaches--one of the finest on Sebago Lake and another featuring a swim raft, picnic and grilling areas, and restroom facilities. From the moment you arrive, the home's stone walls, mature gardens, and welcoming entrance create an inviting first impression. Inside, warm post-and-beam ceilings, a stunning fieldstone fireplace, and abundant natural light make every space feel both comfortable and timeless. The recently updated custom kitchen and bright three-season sunroom are perfect for entertaining or simply enjoying the peaceful natural surroundings. Meticulously maintained, this move-in-ready home offers four bedrooms and two-and-a-half baths with plenty of room for family and guests. Whether you're boating, hiking, golfing, skiing, snowmobiling, or enjoying tennis and pickleball, the Lakes Region offers endless opportunities to experience the very best of Maine in every season. Don't miss this opportunity to own an exceptional home in a truly special Sebago Lake community where privacy, natural beauty, and an unmatched lifestyle come together. All offers due Tuesday Aug 4 by 1pm

66 Rolling Hill Dr, Naples

Listing courtesy of Sunset Lakes Real Estate.

Selling Office: Sunset Lakes Real Estate.

4 Goodridge Dr Unit 4, Naples
$810,000
2 Beds ⋅ 3 Baths
Come enjoy lake living the way it should be! Perfectly situated in the Bay of Naples, this condo offers stunning views of Mount Washington and Long Lake, plus front-row seats to Fourth of July fireworks from your own deck. Inside, the open floor plan and spacious living areas flow seamlessly to a generous deck, ideal for relaxing or entertaining. This desirable unit features 2 bedrooms, a sleeping loft, 2.5 baths, a finished lower-level family room, and an oversized one-car attached heated garage. Enjoy a spacious living room, dining room, updated kitchen, breakfast nook, and a vaulted loft-style family room or office. The walk-out lower level provides flexible space for a media room, exercise area, hobby room, or more. Only a limited number of units in the association offer this combination of views, waterfront access, and heated garage space. Outside, a charming front patio surrounded by beautiful landscaping creates the perfect spot for morning coffee. Association amenities include a sandy beach, dock access for lake outings and boating on Long Lake, moorings available, kayak/canoe racks, pickleball and tennis courts, a flower cutting garden, and a clubhouse with pool tables and foosball. With exterior maintenance handled by the association, you can spend more time enjoying lake life and less time on upkeep. Just steps from the Naples Causeway, you'll be close to restaurants, shops, ice cream, and the boardwalk. If you're looking for beauty, convenience, and the best of lake living, this is the one. Lower level photos are virtually enhanced.

4 Goodridge Dr Unit 4, Naples

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Fieldstone Real Estate Partners.

37 Woodland Shore Dr, Naples
$775,000
4 Beds ⋅ 4 Baths
Long Lake! Turn-Key Home with In-Law Suite, Pool & Woodland Shores Amenities Beautifully situated on 2.6 private acres, this spacious ranch-style home offers the perfect blend of comfort, functionality, and recreation. Thoughtfully designed with an open-concept layout, the home features a beautifully appointed kitchen, inviting living spaces, 4 bedrooms, and 3.5 bathrooms--ideal for everyday living and entertaining alike. The finished walk-out basement includes a full in-law suite complete with bedrooms, kitchen, and separate living area, making it perfect for guests, extended family, or multigenerational living. Added convenience comes with laundry areas on two separate floors. Step outside to your own private retreat featuring an in-ground pool, expansive deck, and patio--perfect for summer entertaining or simply relaxing in peaceful surroundings. Located in the highly desirable Woodland Shores Association on Long Lake, residents enjoy access to exceptional shared amenities including a sandy beach, waterfront access, moorings, picnic area, tennis court, and beautifully maintained common areas. For added peace of mind, full home inspections have already been completed. This turn-key property offers privacy, space, and the best of Maine lake living--don't miss your opportunity to make it yours!

37 Woodland Shore Dr, Naples

Listing courtesy of Maine Real Estate Choice.

Selling Office: Maine Real Estate Choice.

6 Excalibur Court, Unit 37, Naples
$774,000
4 Beds ⋅ 3 Baths
Experience the ultimate lakeside lifestyle in this beautifully maintained freestanding condominium, complete with a rare deeded boat slip on Brandy Pond--offering seamless access to Brandy Pond, Long Lake, and Sebago Lake. Spend your days boating, swimming, or relaxing on the shared sandy beach, with 380 feet of owned waterfront and expansive green space right outside your door--perfect for entertaining or unwinding in a peaceful setting. Inside, the home features 3+ bedrooms, 2.5 baths, and a finished third-floor bonus space ideal for guests, a game room, or a home office. The open-concept kitchen and dining layout flows effortlessly into the living room with a fireplace, and bright sunroom overlooking your private backyard--an inviting spot for morning coffee or evening cocktails. Recent updates, including new carpeting and luxury vinyl plank flooring, pair beautifully with granite countertops, an attached garage, and generous storage--making this home as functional as it is stylish. Just a short walk to the Naples Causeway, you'll enjoy vibrant dining, live music, marinas, and local shops. Whether it's summer on the water or winter adventures, including proximity to Pleasant Mtn and Sunday River for skiing, this home is equally suited for year round living or seasonal escapes. Low-maintenance and professionally managed, this is your chance to own a slice of Maine's most sought-after lakeside living.

6 Excalibur Court, Unit 37, Naples

Listing courtesy of Portside Real Estate Group.

Selling Office: Portside Real Estate Group.

19 Mayberry Lndg, Naples
$745,000
Owning 221 feet of pristine waterfront in a cove on Trickey Pond is a rare opportunity to bring your dream to life. Launch your boat directly from your private dock and enjoy exceptional fishing, kayaking, boating, swimming, and more right at your doorstep. Set on 3.35 private acres, the property features a tree-lined driveway leading to a level waterfront area with stunning water views. A dock and swim platform are included, making it easy to start enjoying the waterfront lifestyle immediately. Trickey Pond is over 300 acres, spring-fed, depths approaching 60 feet and one of the clearest bodies of water in Maine. Trickey Pond ranks among Maine's clearest lakes which puts it in elite company statewide. With build packages available, you can design your ideal home to complement the sandy-bottom shoreline. Spend your days listening to loons, paddling from your dock, or picking wild blueberries along the shore. Just a short drive away, the Naples Causeway offers a variety of restaurants, ice cream shops, and live entertainment. In the winter months, take advantage of nearby skiing at Pleasant Mountain and Cranmore, along with popular local activities like snowmobiling and ice fishing.

19 Mayberry Lndg, Naples

Listing courtesy of Pine Tree Realty of Maine.

Selling Office: Meservier & Associates.

69 Woodland Shore Dr, Naples
$735,000
4 Beds ⋅ 4 Baths
OPEN HOUSE SUNDAY AUG. 23 from 1:00-2:30. Boaters take notice! This renovated salt box provides admission into one of Naples' most sought-after lakefront communities where you can enjoy the Woodland Shores shared lot on Long Lake complete with grills, picnic tables, concrete dock, float, mooring options, kayak rack and parking. And just up the street is a neighborhood tennis court for your enjoyment. The spacious home at 69 Woodland Shore offers 4 bedrooms and 2 full baths on the second floor and a 3rd floor office space with additional storage. The first floor boasts a renovated kitchen with honed granite, maple cabinets and an oversized island, perfect for those large gatherings. A separate dining room is perfectly situated off the kitchen. The front-to-back living room offers views of the lake through the front windows, and French doors to the expansive rear deck. But wait, there's more! The finished basement is set up as a stunning home theater/media room and even has its own half bath so there's no need to run upstairs during your movie time or football games on the big screen. The basement door opens up under the deck to a beautiful covered patio. And the hot tub is to die for! This home has been lovingly updated over the past decade with new siding, decking, railings, garage doors and more, and is now ready to welcome its new owner. With an on-demand 24kW generator, propane tank piped right to your grill, and a pellet stove to cut down on your reliance on oil heat, this home will make your life easier and more luxurious at the same time. Join this lake community before the end of summer! Moorings are first-come and owners of the non-waterfront lots are given priority.

69 Woodland Shore Dr, Naples

Listing courtesy of Keller Williams Realty. info@MaineDreamProperties.com

Selling Office: Legacy Properties Sotheby's International Realty.

29 Winsor Green Rd Unit 29, Naples
$700,000
2 Beds ⋅ 3 Baths
Welcome to 29 Winsor Green Road, a beautifully maintained condominium within the desirable Winsor Green Condominium Association in Naples, Maine. While the Lakes Region rests under a quiet winter landscape, this meticulously renovated 2018 home invites you to imagine long summer days on the water just ahead, with Brandy Pond and Long Lake only moments away. Inside, the home offers a thoughtful layout with bright, open living spaces designed for comfort and ease year-round. The kitchen features quartz countertops, generous cabinetry, and efficient workspace, flowing seamlessly into the dining and living areas. Bedrooms are well-proportioned, including a primary suite with a private bath, while an additional bedroom and bathrooms provide flexibility for guests or a home office. An attached garage, second-floor dedicated laundry area, and ample storage make this property equally suited for both seasonal or full-time living. Winsor Green is known for its shared waterfront amenities, including docks, picnic areas, and expansive common green space that extends to the shoreline. Boat slips on Brandy Pond and Long Lake are increasingly scarce, making this unit's deeded lake access & slip especially valuable. While the lake may be frozen today, summer brings effortless access to boating, kayaking, paddleboarding, swimming, and lakeside relaxation just steps from home. Located near the heart of the Naples Causeway, the property offers easy access to waterfront dining, marinas, live music, seasonal events, and local shops. Four-season recreation defines the lifestyle here, from summer days on the water and fall foliage hikes to winter snowmobiling, ice fishing, and skiing at nearby Pleasant Mountain. Professionally managed and designed for low-maintenance ownership, this property offers the rare opportunity to purchase now and be fully prepared for summer in the Maine Lakes Region. Schedule your showing or visit the open house 12-2pm on Sunday, January 11, 2026.

29 Winsor Green Rd Unit 29, Naples

Listing courtesy of RE/MAX Realty One. jlagasse@remax.net

Selling Office: Oberg Insurance & Real Estate Agency, Inc..

102 Kimball Corner Rd, Naples
$675,000
4 Beds ⋅ 2 Baths
102 Kimball Corner Road Naples, Maine, is a renovated 1880 Colonial farmhouse that perfectly balances historic charm with a high-end, modern transformation. The seller spared no expense in improving this 4-bedroom 1.5-bathroom home with thoughtful attention to detail. Since gutting the walls and ceilings and leveling the floors, the home now features fully updated electrical, plumbing, and insulation throughout. The basement is equipped with a new TC Hafford water mitigation system, a sump pump, a clean concrete floor, a new oil tank, and insulation. The welcoming kitchen has its original restored wood floors, high-end appliances, a gas cooktop, a wall oven, and a functional breakfast bar island with a prep sink. The adjacent living room, with its vaulted ceilings, is filled with natural light with views of the distant mountains. The den offers a cozy ambiance with a wood-burning fireplace and the dining room has a built-in mini bar with space for a mini fridge. The upstairs bathroom, with luxury finishes, is conveniently located near the refurbished bedrooms. The attic is ready for additional living space as it's prepared with a sub panel and electrical. You will enjoy the open yard space with lush grass and mountain views. Located on a quiet road in rural Naples, Maine, just minutes from the Naples Causeway, Sebago Lake, and Pleasant Mountain Ski Resort.

102 Kimball Corner Rd, Naples

Listing courtesy of Keller Williams Realty.

Selling Office: PO-GO REALTY.

162 Rolling Hill Dr, Naples
$665,000
3 Beds ⋅ 2 Baths
Enjoy the best of Maine lake life with deeded access to beautiful Sebago Lake, including your own dock slip just 1/10 mile from the home. Spend your days swimming from the sandy beach, relaxing in the picnic area, or launching your canoe or kayak from the community storage area. Situated on a beautifully landscaped 1.36-acre lot, this custom-built, one-level home offers 3 bdrm., 2 bth,, and comfortable living designed for every stage of life. Located in the highly desirable Sebago Estates neighborhood. Inside, the spacious great rm. features soaring cathedral ceilings and a stunning floor-to-ceiling stone wood-burning fireplace--the perfect gathering place for family and friends. The adjoining 3-season sunroom opens to a private side deck, creating an ideal space to enjoy your morning coffee or unwind after a day on the lake. The home is thoughtfully designed w/ handicap accessibility and includes a stair lift that can remain or be removed to suit your needs. A heated oversized two-car garage provides year-round convenience, while the expansive walk-out basement features a large unfinished room with two patio doors, offering endless possibilities for additional living space, a family room, home office, or guest suite. Also included, Whole-house generator, alarm system RV/camper electrical hookup, storage and future expansion potential. Naples is one of ME's 4-season destinations, offering boating, fishing, golfing, hiking, dining, shopping, and endless outdoor recreation. Winter brings skiing, snowmobiling, cross-country skiing, ice fishing, and snowshoeing right to your doorstep. Conveniently located: 4.3 miles to the Naples Causeway for restaurants, shopping, and entertainment, 6.1 miles to Point Sebago Golf Resort,19 miles to Pleasant Mtn. Ski Area,16 miles to N, Windham shopping,33 miles to Portland,.This exceptional property offers the perfect combination of lake access, privacy, comfort, and future potential. Start making memories!

162 Rolling Hill Dr, Naples

Listing courtesy of Sunset Lakes Real Estate.

Selling Office: Sunset Lakes Real Estate.

23 Clifford Road Unit 17, Naples
$635,000
2 Beds ⋅ 3 Baths
Long Lake Condo with a sandy beach & four seasons of fun! Experience the best of year-round Maine living in this beautifully updated, waterfront condo, ready for immediate enjoyment. Located in the desirable Bay of Naples Condos on Long Lake, this spacious retreat comfortably sleeps eight and offers the perfect blend of relaxation, recreation, and convenience. The bright, open-concept living area flows seamlessly onto a front deck with peaceful lake views, creating the perfect space to relax or entertain. The thoughtfully designed floor plan features a spacious primary suite with a private bath, a guest bedroom, a second full bath, a cozy sleeping loft, a dedicated office with lake views, and a futon to accommodate additional guests. The walkout basement includes a one-car garage and unfinished space with excellent potential to expand your living area. Enjoy an unmatched four-season lifestyle with exceptional community amenities, including a private sandy beach on Long Lake, dock and mooring access, pickleball and tennis courts, a fire pit, boating, fishing, kayaking, swimming, ice fishing, skating, and direct access to nearby snowmobile trails. Winter adventures continue with skiing and snowboarding just a short drive away at Pleasant Mountain and Sunday River. Just a short stroll from the vibrant Naples Causeway, you'll enjoy easy access to waterfront restaurants, live entertainment, marinas, boutique shopping, ice cream stands, and seasonal festivals. Residents also enjoy complimentary use of the air-conditioned clubhouse, complete with a full kitchen and game room--perfect for hosting gatherings and special occasions. Whether you're searching for a year-round residence, a vacation getaway, or an investment property, this exceptional condo offers the perfect opportunity to enjoy over 40 miles of connected waterways on Long Lake, Brandy Pond, and Sebago Lake, all from one of Naples' most sought-after waterfront communities.

23 Clifford Road Unit 17, Naples

Listing courtesy of Maine Real Estate Choice.

Selling Office: Maine Real Estate Choice.

81 Madison Dr, Naples
$590,000
3 Beds ⋅ 3 Baths
This beautifully maintained Colonial sits ideally in one of Naples' most desirable neighborhoods. This inviting home provides 2,676 +/- square feet and blends classic charm with modern comforts. Enjoy a two-car attached garage and a full basement, perfect for storage or future finishing. The stunning custom kitchen boasts rich oak cabinetry, granite countertops, and a spacious center island, making it an ideal space for entertaining and socializing. A bright, open space overlooks the back deck. The formal dining room showcases an elegant crystal chandelier, creating a refined setting for special occasions. Gather and relax in the warm, formal living room. The dramatic, oversized great room impresses with a cathedral ceiling and an energy-efficient pellet stove. The thoughtfully designed first floor supports everyday living, featuring a 1/2 bath with a granite countertop, a convenient mudroom, and a separate laundry area. Upstairs, three spacious bedrooms and a versatile office space await. The luxurious primary suite provides a true retreat, complete with a custom, remodeled bathroom. Pamper yourself in the double-sink vanity, Jacuzzi tub, and a walk-in closet. Two additional oversized bedrooms allows flexibility for guests. The expansive third floor presents the opportunity for future living space. Enjoy outdoor living with a charming farmer's porch and a private backyard. Live minutes from boating, skiing, shopping, and Lakes Region attractions--and experience the best of Maine living.

81 Madison Dr, Naples

Listing courtesy of Maine Real Estate Choice.

Selling Office: Locations Real Estate Group LLC.

154 Mountain View Rd, Naples
$585,000
2 Beds ⋅ 2 Baths
DEEDED LONG LAKE FRONTAGE RIGHT ACROSS THE STREET! The ultimate Long Lake lifestyle hack has officially hit the market. If you've been priced out of seven-figure waterfront but refuse to compromise on the lake life dream, this is your rare wildcard. Located just one street back from the shore on a sprawling, private 1.75-acre wooded lot, this year-round 2-bedroom, 2-bathroom raised ranch offers premium, deeded access to 20 feet of pristine Long Lake waterfront--complete with your own dock right across the street. Launch your boat, spend your summer days cruising the water, and stroll effortlessly back to your private retreat without the crushing burden of true waterfront property taxes. While the private dock is the headline, the location is the real story. You are sitting right in the sweet spot of the Sebago Lakes Region. Cruise just minutes down the road to the iconic Naples Causeway to grab a bite to eat, listen to live music, or watch the seaplanes lift off. Craving a change of scenery? The charming downtowns of Harrison and Bridgton are practically in your backyard for local shopping and dining. When winter rolls around, the attached 2-car garage stands ready to house your snowmobiles and ski gear, putting you in prime proximity to the region's best ski mountains for seamless first-chair access. Whether you are looking for a full-time residence, a lucrative rental property, or the ultimate four-season escape, this home offers unmatched regional connectivity. You are a quick commute from the shopping hubs of Windham, just 45 minutes from the world-class food scene in Portland, and an easy 2.5-hour drive from Boston...making it the perfect, stress-free Friday night getaway. Long Lake access with a private dock for this price is an anomaly in today's market. Don't wait until summer passes you by; schedule your tour and lock in your piece of Maine's lake culture today. Be in before the 4th!

154 Mountain View Rd, Naples

Listing courtesy of Keller Williams Coastal and Lakes & Mountains Realty.

Selling Office: Keller Williams Coastal and Lakes & Mountains Realty.

21 Daffodil Court Unit 16, Naples
$556,250
3 Beds ⋅ 3 Baths
A wonderful opportunity to enjoy lakeside living in this stand-alone condominium, ideally situated on the east shore of Long Lake in Naples. Enjoy breathtaking sunsets from the beautiful sandy beach, all while embracing the ease and comfort of lakefront condo living. Inside, this spacious 3-bedroom, 2.5-bath home offers a bright, functional kitchen with skylights, ample storage, and a welcoming breakfast nook currently used as an office space. The large foyer with a convenient half bath opens to a warm and inviting living room with a fireplace, perfect for unwinding after a day on the lake. Off the living room, a back deck overlooking the yard provides a peaceful spot for morning coffee or evening cocktails. A generously sized dining area is ideal for hosting gatherings. Upstairs, the primary bedroom features a private full bath, accompanied by two additional bedrooms and another full bath. An attached garage adds ease to everyday living. The whole home standby generator offers peace of mind no matter the time of year. While the home is comfortable as is, it offers an excellent opportunity for updating to suit your style. The association offers an impressive list of amenities, including pickleball, basketball, volleyball, horseshoes, and a playground. Boaters will love the dedicated dock slip with the option for a mooring, making lake access a breeze. Ideally located just minutes from Naples Village, you'll have easy access to restaurants, shopping, and seasonal attractions. Year-round recreation is at your doorstep with winter snowmobiling, ice fishing, and alpine skiing in Bridgton just a short drive away. Whether you're seeking a year-round residence or a seasonal escape, this property delivers comfort, convenience, and the best of the Lakes Region.

21 Daffodil Court Unit 16, Naples

Listing courtesy of The Maine Real Estate Experience.

Selling Office: Non MREIS Agency.

6 Broadway Ave, Naples
$525,000
4 Beds ⋅ 3 Baths
Nestled in a private setting on a quiet, dead-end road, this charming 4-bedroom home (3BR septic) with 2.5 bathrooms and nearly 2,800 square feet of living space is the perfect blend of comfort, functionality and opportunity. A rare find with no Association restrictions, this property offers endless possibilities to suit your lifestyle. Step inside through the welcoming mudroom into a thoughtfully designed main living area featuring a well-appointed kitchen with granite countertops, stainless steel appliances, a center island and peninsula seating. Multiple gathering spaces provide ample space for everyone, including a formal dining room, cozy living room and a charming screened porch with a hot tub overlooking the peaceful backyard. The main floor also features one bedroom, 1.5 bathrooms and convenient first-floor laundry. Upstairs, you will find three additional bedrooms and a full bathroom, including a spacious primary bedroom with a walk-in closet and direct access to the bonus room above the garage. Lovingly maintained and tastefully updated, this home boasts stunning curb appeal and is move-in ready with several recent upgrades. A two-car attached garage provides direct access to the home and features a generous finished bonus area above, ideal for a family room, home office or recreation space. An additional 30x30 outbuilding currently used as a wood shed for the outdoor wood-boiler, includes electricity and concrete floors, offering exceptional versatility for hobbies, storage or workshop space. Outside, enjoy a beautifully maintained private yard, complete with a basketball court, expansive lawn space and irrigation. Conveniently located in the heart of the Lakes Region, enjoy close proximity to the Naples Causeway, Bridgton and Windham, where you will find dining, shopping, beaches, marinas, golf courses, hiking trails and year-round recreation including skiing at Pleasant Mountain Ski Area.

6 Broadway Ave, Naples

Listing courtesy of The Lakes Real Estate.

Selling Office: The Lakes Real Estate.

15 Monroe Dr, Naples
$467,500
4 Beds ⋅ 3 Baths
Back on the market at no fault of the seller! Home awaits you in Madison Heights! This 4-bedroom, 3-bath ranch offers the convenience of main-floor living with additional flexible space below. The primary level features three comfortable bedrooms, two full bathrooms, and a tastefully updated kitchen with granite countertops and modern finishes--perfect for both everyday meals and entertaining. Downstairs, the finished lower level has its own entrance and adds even more versatility with a large bonus room, a full bath, and a fourth bedroom currently used as a home office. Set on 1.26 private acres, the property offers a fenced backyard with plenty of space. The backyard also features a fire pit and a few wooded walking trails to explore. Enjoy quiet mornings or relaxing evenings in the glass-enclosed three-season sunroom, and stay cozy by the wood stove when temperatures drop. The location places you right in the middle of the Lakes Region's best activities--close to shopping, restaurants, and just five minutes from Long Lake, Brandy Pond, and the Naples Causeway. Only 25 minutes from Pleasant Mountain. Whether it's boating and swimming in the summer, leaf-peeping in the fall, or skiing all winter, year-round adventure is always close by. Septic design indicates 3BR. Inspection reports available.

15 Monroe Dr, Naples

Listing courtesy of Locations Real Estate Group LLC.

Selling Office: Cottage & Co Real Estate.

16 Escott Way, Naples
$465,000
3 Beds ⋅ 2 Baths
Welcome to 16 Escott Way in Naples. This well-maintained 3-bedroom, 2-bath chalet-style home offers a comfortable layout with nearly 2,000 square feet of living space. The open-concept main level features a spacious living area, kitchen with island, pantry, and ample cabinet space, plus convenient first-floor laundry. Upstairs offers three bedrooms, including a primary bedroom with walk-in closet. The finished walkout basement provides excellent additional space for a family room, home office, gym, or playroom. Heat pumps provide efficient heating and cooling, and the large deck overlooks a private backyard on nearly an acre. Located minutes from Long Lake, Sebago Lake, shopping, restaurants, and the Lakes Region amenities, this property is a great option for year-round living or a Maine getaway.

16 Escott Way, Naples

Listing courtesy of Plowman Realty Group.

Selling Office: U&R Real Estate.

12 Monroe Dr, Naples
$437,500
3 Beds ⋅ 3 Baths
Welcome to 12 Monroe Drive in Naples, Maine! This cozy 3-bedroom, 2.5-bath home has the perfect combination of comfort, convenience, and location. Situated in a desirable subdivision, Madison Heights, just minutes from the Naples Causeway, you'll enjoy easy access to restaurants, shops, marinas, Long Lake, Brandy Pond, and all the lakes region has. The home features a spacious layout with a bright and inviting living area, an attached 2-car garage, and a lovely deck perfect for relaxing or entertaining. Whether you are looking for a year-round residence, vacation home, or investment opportunity, this property offers a fantastic location close to outdoor recreation, boating, and all that in Naples.

12 Monroe Dr, Naples

Listing courtesy of Krainin Real Estate.

Selling Office: Greene & Shaw Real Estate.

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