The Highlands Real Estate

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Newest Listings in The Highlands

$499,900

2 Beds ⋅ 3 Baths ⋅ 1034002 MLS

Highly desirable townhouse-style Clipper model featuring street-level entry and an attached garage for added convenience. This impeccably maintained home offers a spacious living room with sliding glass doors leading to a stunning paver patio surrounded by a privacy fence, creating the perfect outdoor retreat. The beautifully landscaped backyard provides an ideal setting for relaxing or entertaining. Both generously sized bedrooms feature en-suite full baths, including a primary suite with a vaulted ceiling and pull-down attic stairs for additional storage. A conveniently located second-floor laundry area adds to the home's functionality. Recent updates include a new hot water heater, garage door, refrigerator, dishwasher, and microwave, providing added value and peace of mind. Enjoy resort-style amenities including a pool, tennis courts, basketball court, and fitness center, along with all the benefits of Port Jefferson Village living, including private beach access, free village parking, and discounted Country Club membership. Ideally located just moments from Port Jefferson Village's marina, shops, restaurants, and entertainment, with the train station and Mather Hospital close by.

193 Windward Drive, Port Jefferson

$690,000

4 Beds ⋅ 4 Baths ⋅ 24196429 MLS

Custom-built by renowned local builder McGinley, this exceptional home is tucked away at the end of a peaceful private road, in the desirable The Highlands subdivision, privately situated on 3.34 acres. Thoughtfully designed and built as the builder's own residence, this spacious home offers quality craftsmanship, character, and incredible versatility throughout. A grand foyer welcomes you into the impressive front-to-back living room featuring an oversized fireplace with a stately mantle, ceilings with exposed beams and a sunken area with a slider that leads you out to a private deck creating warm inviting spaces perfect for gathering. The expansive kitchen offers abundant cabinetry, custom wood block island, pantry, hardwood floors, and a cozy seating nook overlooking the backyard. Formal dining room , mudroom and laundry area conveniently located off the kitchen. Elegant crown molding and hardwood throughout the home.The upper level offers 3 bedrooms and 2 full baths with a spacious primary suite with a walk-in closet and full bath.The finished walk-out lower level provides excellent in-law potential with an additional bedroom, kitchen, bathroom, and flexible living space. Enjoy the outdoors from the wraparound deck overlooking the tranquil, private backyard setting.

68 High St, Portland

$1,225,000

6 Beds ⋅ 3 Baths ⋅ 950391 MLS

Nestled in the sought-after Highlands neighborhood of White Plains, this charming vintage Dutch Colonial offers timeless character, and classic architectual details. Built prior to 1924, this gracious three-level home features beautiful and recently refinished oak hardwood flooring. a welcoming wraparound porch, 6 bedrooms, and two and half baths. Rich in original charm, the home provides generous living space throughout, complemented by a full basement providing abundant storage and potential for additional uses, while the detached two car garage adds convenience and functionality. All this is set on beautifully maintained grounds offering attractive outdoor space for gardening, entertainment, or simply enjoying the peaceful surroundings. Many perennials budding throughout the year will add to your enjoyment of home ownership. It also boasts a handsome working fireplace, a back staircase, sunporch, 3 balusters, a newly renovated back porch, and a gambrel roof. This exceptional property presents a rare opportunity to own a piece of White Plains history while enjoying all the conveniences of this desirable location. 126 Greenridge has not been on the market for 39 years!

126 Greenridge Avenue, White Plains

$670,000

3 Beds ⋅ 3 Baths ⋅ 1030359 MLS

Welcome to the largest unit in the highly desirable Highlands community! This beautifully updated corner unit offers exceptional space, privacy, and an impressive list of upgrades throughout. The bright and inviting interior features gleaming hardwood floors on the first level, a stunning renovated kitchen, and a spacious primary suite complete with a dedicated vanity area and an elegant frameless glass shower door. Thoughtful storage abounds with three linen closets, while new Andersen windows with a transferable warranty provide energy efficiency and peace of mind. Custom blinds are included with the home. Additional recent improvements include a new roof, a 2022 hot water heater and boiler, a new storm door, outdoor electrical outlets in both the front and rear of the home, and a beautiful Nicolock patio—perfect for relaxing or entertaining. Residents of The Highlands enjoy an outstanding resort-style lifestyle with exclusive amenities, including a private beach, clubhouse with fitness center, saltwater in-ground pool, tennis courts, and Port Jefferson Country Club golfing privileges. Additional benefits include free parking in Port Jefferson Village, making it easy to enjoy the area's renowned waterfront, dining, shopping, entertainment, and community events. Ideally located near St. Charles Hospital and Mather Hospital, this exceptional home combines comfort, convenience, and an unbeatable location. Don't miss this rare opportunity to own the largest unit in one of Port Jefferson's most sought-after communities!

149 Windward Court S, Port Jefferson

$435,000

2 Beds ⋅ 2 Baths ⋅ 1028058 MLS

Welcome to this beautifully appointed second-floor end-unit condominium in the sought-after Highlands at Port Jefferson. This bright and inviting home offers the privacy and abundant natural light that only an end unit can provide. Beautiful custom moldings add timeless elegance throughout the living spaces, creating a warm and sophisticated atmosphere. The spacious primary suite features a private balcony overlooking the peaceful pond and sparkling community pool—the perfect setting to enjoy your morning coffee or relax at the end of the day. Ideally located just minutes from the charming Village of Port Jefferson, you’ll enjoy easy access to waterfront dining, boutique shopping, the ferry, marinas, parks, and year-round community events. Residents of The Highlands also enjoy exceptional amenities, including a clubhouse, fitness center, tennis courts, and a beautifully maintained pool. Whether you’re looking for a year-round residence or a low-maintenance retreat, this exceptional condominium offers comfort, convenience, and an unbeatable location. Property has a new electrical panel installed as well as a new railing for the deck overlooking the pond. Property being sold in as his condition.

88 Leeward Court, Port Jefferson

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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