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$1,449,000
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

$2,200,000
4 Beds 4 Baths 1042500 MLS
Quintessential Colonial in the Heart of Sea Cliff Beautifully appointed, spacious, and thoughtfully updated, this classic Colonial offers an exceptional layout with incredible flow, abundant natural light, and generous living space throughout, all in one of Sea Cliff’s most desirable locations. From the moment you enter, soaring cathedral ceiling and skylights create a dramatic, light-filled foyer, complete with two closets and an immediate sense of space. The floor plan is truly one of the highlights of this home, you simply couldn’t ask for a better layout. The main level features gracious formal living and dining rooms, while the heart of the home is the chef’s kitchen, flowing naturally into a sun-filled breakfast area and spacious den. Beautiful glass doors open directly to the private backyard, patio, and built-in fire pit, creating the perfect indoor-outdoor connection for everyday living, entertaining, summer evenings, and crisp fall nights. Upstairs, the expansive primary suite is a true retreat with cathedral ceilings, skylights, a beautifully renovated primary bath, and generous closet space. Three additional bedrooms, a full bath, and conveniently located second-floor laundry complete this level. Abundant closet and storage space can be found throughout the entire home, something you truly appreciate once you live here. The fully CO’d finished lower level provides incredible additional living space with a wet bar, large bathroom, and plenty of room for a playroom, movie room, gym, home office, or whatever suits your lifestyle. A finished two-car garage adds even more convenience. With high ceilings, wonderful proportions, an exceptional floor plan, and effortless flow from one room to the next, this is truly the quintessential Sea Cliff Colonial. And the location is hard to beat, just moments from the village, shops, restaurants, parks, beaches, and everything that makes Sea Cliff such a special place to feel right at home.

60 Lafayette Avenue, Sea Cliff

$575,000
2 Beds 1 Baths 1041144 MLS
This beautifully updated Sea Cliff bungalow offers a charming blend of character, comfort and modern convenience. Sunlight pours through oversized windows and brand-new skylights (installed late 2025, when the roof was also redone), highlighting the warm wood floors throughout. The main level features a first-floor bedroom, home office and dining area, a den, and an inviting open kitchen. A unique spiral staircase leads to an open sleeping loft with its own skylight and windows. Two generous closets upstairs. The downstairs also features a bedroom closet and an office closet. Outside, a private garden enclosed by bamboo fencing creates a peaceful retreat, while a bluestone patio is perfect for outdoor dining and entertaining. Additional conveniences include two-car parking and an electric vehicle charger. While this one-of-a-kind bungalow is on a quiet residential street, it's also in the very heart of Sea Cliff, offering easy access to the village's restaurants, coffee shops, arts and music scene, and Sea Cliff's beautiful clifftop park, which offers views across the Long Island Sound. Additionally, Sea Cliff's LIRR station is less than a mile away.

27 12th Avenue, Sea Cliff

$1,199,000
3 Beds 2 Baths 1041626 MLS
Enjoy the unique character and coastal charm of Sea Cliff in this inviting semi-attached home. 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. 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

$748,000
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.

6 Littleworth Lane, 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

$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

$1,149,000
3 Beds 3 Baths 1038898 MLS
Rare opportunity to own a beautiful, mint, legal 2-family home in Sea Cliff! This sun-drenched residence offers a beautiful wood-burning fireplace and is turn-key ready! It was totally and tastefully renovated over the past 3-6 years including new kitchens and marble baths, floors, recessed lighting, high-efficiency gas boiler and gas hot water heater, roof, windows 2 sets of washer/dryers. With interior access to the second floor apartment as well as separate entrance, your options include multi-generational, owner-occupied investment, or purely investment.This stunning home also boasts gorgeous 50’ x 169’ fully fenced, landscaped property featuring mature plantings and spectacular hydrangeas, and an oversized 2-car garage with huge loft for extra storage. North Shore Schools.

32 Franklin Avenue, Sea Cliff

$1,150,000
3 Beds 3 Baths 1033087 MLS
Perched among the treetops and drenched in natural light, this completely reimagined Sea Cliff residence offers a rare combination of sophisticated design, exceptional craftsmanship and effortless turnkey living. Renovated from top to bottom, the home unfolds across three beautifully finished levels, with windows at every turn creating an airy, elevated feeling—almost like a private bird’s nest in the sky. The main living level is designed to feel both refined and inviting, with sun-filled interiors, warm natural finishes and an easy flow for everyday living and entertaining. At its heart, the beautifully appointed kitchen pairs timeless cabinetry and elegant stone surfaces with Bertazzoni Master Series appliances, celebrated for their practical elegance, cohesive design and beautiful efficiency—a perfect reflection of the home itself. Radiant heated floors extend throughout the home, adding an exceptional layer of warmth and comfort to its sophisticated design. Upstairs, the serene primary suite features a private balcony and custom walk-in closet, while two additional bedrooms are each enhanced by their own custom closets. Two-and-a-half thoughtfully designed bathrooms continue the home’s elevated aesthetic. The finished lower level provides valuable additional living space, ideal for a family room, home office, gym, playroom or any combination of flexible uses. Outside, extensive new landscaping and masonry complement the home’s architecture and create fabulous curb appeal, with layered stonework and lush surroundings enhancing its sense of privacy and place. More than a home, this is an opportunity to experience the unmistakable Sea Cliff lifestyle. Known for its historic architecture, vibrant arts community, charming village shops, waterfront parks, beaches and spectacular sunsets, Sea Cliff offers a rare coastal atmosphere with a true sense of community—all within convenient reach of the LIRR and New York City. Distinctive, polished and entirely move-in ready, this exceptional residence presents a rare opportunity to own a turnkey home in one of Long Island’s most sought-after villages.

111 Altamont Avenue, Sea Cliff

$999,000
3 Beds 2 Baths 1021621 MLS
This home features a kitchen that opens to the formal dining room, with direct access to a private deck overlooking a beautifully tree-lined backyard. The inviting living room offers a cozy wood-burning fireplace, while the formal dining room showcases hardwood flooring. Hardwood floors extend throughout much of the home, adding warmth and timeless character. A separate guest area with its own private exterior entrance provides exceptional flexibility for visitors, extended family, or a home office. Additional amenities include a garage and a full basement with a washer and dryer, offering ample storage and everyday convenience. This property is being sold as is and presents a fantastic opportunity for investors, contractors, or buyers looking for a handyman special. With some TLC, this home has tremendous potential to make it your own or add value as an investment.

21 Laurel Avenue, Sea Cliff

$998,000
3 Beds 2 Baths 991925 MLS
Nestled in the heart of Sea Cliff, equidistant to the beaches, town and school sits a pristine English style country cottage surrounded by lush flowering gardens. This gem in the crown that is Sea Cliff has all the accoutrements of a well maintained home. The living room has a bank of windows which bring in natural light as well as a perfectly situated wood burning fireplace. The eat in kitchen has stainless steel appliances, granite countertops, custom cabinets, and a welcoming built in breakfast nook. A third room has the versatility of being either a formal dining room or a home office. It has a door that leads out to the yard which has a bluestone patio and a secret garden. The first floor also boasts two welcoming porches with different views of the property. Upstairs there are three bedrooms each with their own distinct character and a full bath with a soaking tub. The primary bedroom has four closets and a sitting area. Additionally, there is a full finished basement including a laundry area and utilities. The spacious one car garage even has room for all of your beach toys. With it's blend of modern amenities, beautiful architectural details , and hardwood floors throughout, this is the home that dreams are made of!

227 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

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.