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$1,795,000
5 Beds ⋅ 3 Baths ⋅ 1055869 MLS
Rare Direct Beachfront Residence in Sea Cliff. A truly exceptional opportunity to own one of Sea Cliff’s rare direct beachfront properties. Sweeping, miles-wide beach and water views across Long Island Sound to Connecticut, this legal two-family residence combines an extraordinary waterfront setting with exceptional versatility. The recently renovated home features 5 bedrooms, 4 full baths, 2 kitchens, 2 living rooms, 2 wood-burning fireplaces, Central AC, separate utilities, 300 Amp Serv. Spacious rooms, spectacular water views, and unforgettable sunsets create an exceptional coastal lifestyle. Located in the Village of Sea Cliff and the North Shore School District, this is a rare opportunity to own a renovated direct beachfront legal two-family property in one of Long Island’s most desirable North Shore communities.

16 The Boulevard, Sea Cliff

$1,699,900
4 Beds ⋅ 3 Baths ⋅ 1039834 MLS
Experience Modern Living with Historic Charm. 4 Beds | 2.5 Baths | Meticulously Expanded & Rebuilt in 2017. Welcome to a stunning example of comfortable living nestled in the charming community of Sea Cliff. Originally built in 1898, this exquisite Colonial home has been meticulously expanded and completely rebuilt in 2017 by a builder ensuring top-quality materials, premium finishes, and meticulous craftsmanship throughout. Elegant & Intelligent Living Spaces: * Grand Welcome: A classic covered front porch leads into a spacious living space perfectly designed for today's lifestyle. * Chef's Heart: A modern kitchen equipped with state-of-the-art appliances and high-end finishes. * Smart Home Technology: Fully integrated SMART home automation paired with custom automated Hunter Douglas blinds. * Premium Finishes: Rich hardwood floors run seamlessly throughout the entire home. * Daily Convenience: A functional mudroom features custom built-ins alongside a stylish powder room. Your Second-Floor Sanctuary: * Primary Suite Oasis: A luxurious retreat featuring a spacious walk-in closet and a spa-like marble bathroom complete with radiant heat, a steam shower, and a separate soaker tub. * House Accommodations: Three additional bright bedrooms, a centrally located hall bath, and a dedicated upstairs laundry area. Bonus Spaces & Private Resort Grounds: * Finished Basement: Provides a dedicated play area for guests, plus abundant extra storage. * Oversized Property: A custom-made fence with a beautiful arbor completely surrounds the property, offering ample private outdoor space. * Outdoor Entertaining: Enjoy a private patio, custom landscaping, professional exterior lighting, and hassle-free in-ground sprinklers. * Ample Parking & EV Ready: A 2-car detached garage recently updated with sleek epoxy flooring and an electric car charger, plus room for 3–4 additional cars in the private driveway. The Sea Cliff Lifestyle: Perfectly located close to beautiful North Shore beaches and quaint village shops, this home offers the absolute best of Sea Cliff living. Enjoy the dual benefits of exceptionally low taxes and enrollment in the highly acclaimed North Shore School District.

18 20th Avenue, Sea Cliff

$1,368,000
4 Beds ⋅ 2 Baths ⋅ 1048833 MLS
Sea Cliff charm takes on a whole new meaning at “Herbert’s Hill,” a truly one-of-a-kind 4-bedroom, 2-bathroom Tudor with a remarkable artistic history. Built in 1912 by an artist, the home, formerly known as “The Artist Tudor”, still showcases the original owner and builder’s work throughout, including original murals, painted glass, and handcrafted architectural details. Rich walnut wood, exposed ceiling beams, archways, and other period details create a warm and captivating sense of character and eccentricity at every turn. The kitchen features a hand-painted tile backsplash which is a treat from the current artists and owners, while a second floor room with oversized windows offers an ideal setting for a home office, studio, or creative retreat. Downstairs, the “Beer Garden Cellar” is perhaps the home's most intriguing space, preserving the original artist's work with painted glass windows, timbered ceilings, and an angled brick fireplace featuring a Viking ship. It is a space that begs to be explored and offers a fascinating glimpse into the home's past. Outside, a wrap-around path winds through a peaceful garden oasis with a koi pond and waterfall. This is not simply a house, it is a piece of Sea Cliff history filled with artistry, craftsmanship, and unmistakable personality. A must walk through for those who appreciate originality and have the vision to thoughtfully maintain and preserve something truly special.

230 Littleworth Lane, Sea Cliff

$1,249,000
4 Beds ⋅ 2 Baths ⋅ 991457 MLS
Fully Renovated Craftsman Coastal Retreat in Sea Cliff-Reimagined in 2018 with impeccable attention to detail, this turn-key home combines timeless Craftsman character with premium modern updates. Interior Features & Upgrades Include: Gourmet Kitchen: Equipped with high-end stainless steel appliances, flowing directly onto a beautiful deck. Light-filled rooms featuring hardwood floors, custom lighting, and a cozy fireplace. Flexible layout offers a versatile Lower level with guest suite & endless possibilities, plus a 2-car garage with generous additional storage & direct indoor entry. Enjoy Peace of Mind-Complete structural updates including new siding, Anderson windows, plumbing, electrical, central A/C, and a smart security system. Exterior & Location features include a Large, lush, private backyard featuring standout copper gutters and a new roof installed in 2020. Prime Setting, Nestled in the heart of Sea Cliff. The beach is just down the hill, and local shopping and dining options are situated just two blocks away.

9 Winding Way, Sea Cliff

$1,199,000
3 Beds ⋅ 2 Baths ⋅ 1041626 MLS
A wonderful opportunity to establish yourself in the sought-after village of Sea Cliff and make this home your own. Enjoy the unique character and coastal charm this inviting semi-attached home gives. Filled with natural light, the home offers a comfortable layout where the living room, dining room, and kitchen connect seamlessly, providing plenty of space for everyday living and gatherings. Throughout the home, wood floors, high ceilings, crown moldings, and an abundance of natural sunlight add warmth and character. The bedrooms are generously sized, including a primary bedroom with a walk-in closet, wood moldings and plenty of windows. A classic clawfoot tub adds vintage charm to the bathroom, while a spacious second-floor office filled with natural light provides an ideal place to work from home or create a flexible additional living space. New windows, siding, kitchen and half bathroom completed in 2023, a new roof 2025. New hard wood floors and newly painted first floor of the home was completed this year. Close to Sea Cliff Elementary School, parks, beaches, restaurants and transportation. Filled with charm, light, and character, comfortable living in one of the North Shore's most distinctive communities, with the beauty of the Long Island Sound just moments away.

150 Franklin Avenue, Sea Cliff

$1,090,000
3 Beds ⋅ 2 Baths ⋅ 1054119 MLS
Classic Sea Cliff home filled with character, history, and the details that make the village so special. A welcoming covered front porch sets the tone and offers the kind of outdoor space that feels right at home in Sea Cliff. Inside, you’ll find three bedrooms, two full baths, a living room with a wood-burning fireplace, formal dining room, and a versatile den that could easily serve as a first-floor bedroom, home office, or guest space. A third-floor bonus area provides even more flexibility for a studio, playroom, workout space, office, or private retreat. A newer roof adds an important practical update while preserving the home’s classic appeal. Out back, a beautiful garden creates a peaceful setting, while the rear street leads toward Central Park. The property also offers the added convenience of parking for up to four cars. The location is one of this home’s standout features, placing you right in the heart of the Sea Cliff lifestyle. Parks, shops, restaurants, schools, the Sea Cliff Arts Center, local beaches, village amenities, and public transportation are all close by, making it easy to enjoy everything the village has to offer. With its classic character, flexible living spaces, thoughtful updates, welcoming outdoor areas, and highly convenient village location, this is a wonderful opportunity to make a Sea Cliff home your own.

248 Glen Avenue, Sea Cliff

$749,000
3 Beds ⋅ 2 Baths ⋅ 1052419 MLS
New to market! Welcome to this sun-drenched 1890s Colonial offering 3 bedrooms, 1.5 baths, walk up attic, living room, formal dining room and full unfinished basement with outside entrance. This 1165 sq-ft Villager exudes charm with quintessential rocking-chair porch, high ceilings and crown molding, blending original details with updated baths and updated kitchen with stainless steel appliances and breakfast bar. This beautiful home features a rear deck, natural gas heat, updated 200-amp electrical service, new driveway and 2-year old cesspool. Enjoy a special lifestyle in the iconic sea-side village of Sea Cliff, known as a hub of art and music, and for enchanting vintage homes and sunsets from parks and beaches. Part of award-winning part of North Shore School District. Low taxes: $12,288

39 12th Avenue, Sea Cliff

$699,000
3 Beds ⋅ 2 Baths ⋅ 1039720 MLS
Charming Sea Cliff Bungalow Experience the cozy, small-town charm of historic Sea Cliff in this delightful 3-bedroom bungalow. Warm and inviting, this home features a comfortable Living Room, Formal Dining Room, and classic Galley Kitchen, offering a wonderful foundation for everyday living and entertaining. The spacious Primary Bedroom includes its own full bath, providing a comfortable private retreat. Outside, enjoy the convenience of a private driveway and a charming rear courtyard—perfect for relaxing, dining, or enjoying your own outdoor space. Ideally located in the heart of Sea Cliff, this home puts you close to the village’s shops, restaurants, parks, beach, and the unique character that makes this North Shore community so special. Sea Cliff is known for its historic charm, waterfront setting, and strong sense of community. A wonderful opportunity to enjoy the quintessential Sea Cliff lifestyle!

233 8th Avenue, Sea Cliff

$668,000
3 Beds ⋅ 2 Baths ⋅ 1041608 MLS
Welcome to this charming and beautifully updated home in the heart of Sea Cliff with North shore SDs, this charming house was houghtfully renovated over the past two years, this inviting residence offers 3 well-proportioned bedrooms with high ceilings and 1.5 bathrooms, along with a classic front porch—perfect for relaxing and enjoying the peaceful Sea Cliff surroundings. Filled with natural light, the home offers a warm and welcoming layout with comfortable living spaces that flow seamlessly for everyday living and entertaining. Recent updates provide peace of mind and modern convenience, including a new tankless gas boiler and whole-house water filtration system and new floor through the house. Ideally located in the desirable North Shore School District, this home is just a short walk to Sea Cliff's charming shops, restaurants, cafés, North Shore School and everyday conveniences. Enjoy the vibrant village lifestyle while being close to transportation and all that the North Shore has to offer. Great oppotunity for 1st home buyers and investors!

6 Littleworth Lane, Sea Cliff

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.