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Exceptional privacy, sweeping scenic vistas, and New York City skyline views create a stunning backdrop for this sun-filled four-bedroom, three-bath home in the Byram Hills School District. Ideally located minutes from shops, schools, and major roadways, this suburban retreat offers the convenience of municipal water, natural gas, and sewer. Expansive windows, skylights, and vaulted ceilings fill the interior with natural light. An all-glass sunroom opens to the chef’s kitchen, featuring a large center island, granite countertops, and premium appliances. The spacious living room with fireplace and adjoining dining room offer access to the wraparound deck—an inviting setting for outdoor dining, entertaining, and taking in the remarkable views. The primary suite features three closets, including a walk-in, a luxurious bath, and sliding doors to the deck. Two additional bedrooms, a marble hall bath, and a family room with an office loft complete the main living areas. The finished walkout lower level includes a bedroom, full bath, entertainment room, laundry, and storage, offering flexible space for guests or an au pair. A beautiful expanded stone patio provides another peaceful place to unwind and entertain. Updates include a new HVAC system in 2018, new windows in 2019, a new driveway in 2023, and exterior and deck painting in 2026.

4 Beds ⋅ 3 Baths ⋅ 1066463 MLS

Exceptional privacy, sweeping scenic vistas, and New York City skyline views create a stunning backdrop for this sun-filled four-bedroom, three-bath home in the Byram Hills School District. Ideally located minutes from shops, schools, and major roadways, this suburban retreat offers the convenience of municipal water, natural gas, and sewer. Expansive windows, skylights, and vaulted ceilings fill the interior with natural light. An all-glass sunroom opens to the chef’s kitchen, featuring a large center island, granite countertops, and premium appliances. The spacious living room with fireplace and adjoining dining room offer access to the wraparound deck—an inviting setting for outdoor dining, entertaining, and taking in the remarkable views. The primary suite features three closets, including a walk-in, a luxurious bath, and sliding doors to the deck. Two additional bedrooms, a marble hall bath, and a family room with an office loft complete the main living areas. The finished walkout lower level includes a bedroom, full bath, entertainment room, laundry, and storage, offering flexible space for guests or an au pair. A beautiful expanded stone patio provides another peaceful place to unwind and entertain. Updates include a new HVAC system in 2018, new windows in 2019, a new driveway in 2023, and exterior and deck painting in 2026.

8 Heritage Drive, Pleasantville

$1,150,000

A beautiful blend of historic charm and timeless character, this sun-drenched four-bedroom center hall Colonial is nestled on a serene, abundant property in the heart of Pleasantville’s coveted Old Village. A large, level backyard—a rare find in the Village—offers exceptional space for outdoor living, entertaining and play, complemented by a beautiful bluestone patio and mature landscaping. Ideally situated near award-winning schools, shops, restaurants and the train, this home offers the charm of a classic Colonial with the convenience of an exceptional Village location. Inside, classic hardwood floors, two fireplaces and gracious living spaces in a sprawling east to west flow create a warm and inviting atmosphere. A grand eat-in kitchen with fireplace, granite countertops, stainless steel appliances and a generous adjoining dining area create the perfect flow for easy entertaining and everyday living. An extra large living room and spacious family room, each with their own access to the bluestone patio and expansive fenced-in backyard, make indoor-outdoor living effortless. Upstairs, the airy primary bedroom features French doors opening to a private roof deck, accompanied by three additional sun-filled bedrooms and another roomy full bath. An abundance of storage and a detached one-car garage completes this special home, combining classic architectural character, versatile living spaces, and an outdoor setting that is truly hard to find in the Village.

4 Beds ⋅ 2 Baths ⋅ 1060915 MLS

A beautiful blend of historic charm and timeless character, this sun-drenched four-bedroom center hall Colonial is nestled on a serene, abundant property in the heart of Pleasantville’s coveted Old Village. A large, level backyard—a rare find in the Village—offers exceptional space for outdoor living, entertaining and play, complemented by a beautiful bluestone patio and mature landscaping. Ideally situated near award-winning schools, shops, restaurants and the train, this home offers the charm of a classic Colonial with the convenience of an exceptional Village location. Inside, classic hardwood floors, two fireplaces and gracious living spaces in a sprawling east to west flow create a warm and inviting atmosphere. A grand eat-in kitchen with fireplace, granite countertops, stainless steel appliances and a generous adjoining dining area create the perfect flow for easy entertaining and everyday living. An extra large living room and spacious family room, each with their own access to the bluestone patio and expansive fenced-in backyard, make indoor-outdoor living effortless. Upstairs, the airy primary bedroom features French doors opening to a private roof deck, accompanied by three additional sun-filled bedrooms and another roomy full bath. An abundance of storage and a detached one-car garage completes this special home, combining classic architectural character, versatile living spaces, and an outdoor setting that is truly hard to find in the Village.

125 Bedford Road, Pleasantville

$899,000

Discover a lifestyle that brings together proximity to New York City, neighborhood convenience, outdoor recreation, and Pleasantville’s distinctive community spirit. At 32 Hillview Drive, being near Bedford Road Elementary, the library, and the middle and high schools puts everyday destinations close to home, while easy access to uptown and downtown opens the door to everything the village has to offer. Spend an afternoon exploring local boutiques, stop for coffee, or meet for dinner before a movie at the Jacob Burns Film Center. The in-town Metro-North station makes travel to New York City and White Plains convenient, connecting village living with work and leisure beyond Pleasantville. This charming split level home has a first floor suite and hardwood floors. Original, well cared for condition being sold as-is.

4 Beds ⋅ 3 Baths ⋅ 1064485 MLS

Discover a lifestyle that brings together proximity to New York City, neighborhood convenience, outdoor recreation, and Pleasantville’s distinctive community spirit. At 32 Hillview Drive, being near Bedford Road Elementary, the library, and the middle and high schools puts everyday destinations close to home, while easy access to uptown and downtown opens the door to everything the village has to offer. Spend an afternoon exploring local boutiques, stop for coffee, or meet for dinner before a movie at the Jacob Burns Film Center. The in-town Metro-North station makes travel to New York City and White Plains convenient, connecting village living with work and leisure beyond Pleasantville. This charming split level home has a first floor suite and hardwood floors. Original, well cared for condition being sold as-is.

32 Hillview Drive, Pleasantville

$760,000

MUST SEE to believe: If you're hunting for a home that's move-in ready, easy to care for AND EASY TO LOVE, this sweet split-level's a dream come true! From the quiet street, drive into the attached garage, or chat with the neighbors by the mailbox and then go in the front door, either way you'll be excited to be home. The foyer (Hello, expansive coat closet!) opens to a large and inviting living room with custom picture window. Hardwood flooring extends from the living through the dining area which opens to a beautifully renovated kitchen (2019) with stainless steel appliances, granite counters, and counter seating. Three bedrooms and full bath (JUST renovated 2026 with new tub, fixtures, window, tile, flooring and toilet). The back door leads to a stone patio and level grassy yard with room to garden or play. The lower level offers a bonus room (perfect for playroom, office or den), laundry and storage. Village attractions including the Jacob Burns Film Center, shops, restaurants, train station and schools are just 1.4 mi down Bedford Road. And all this at a price people who aren't billionaires can afford! Why spend another winter crammed in a too-small apartment or paying to heat a too-big house - when 54 High View Terrace is JUST RIGHT - schedule a showing today!

3 Beds ⋅ 1 Baths ⋅ 1063660 MLS

MUST SEE to believe: If you're hunting for a home that's move-in ready, easy to care for AND EASY TO LOVE, this sweet split-level's a dream come true! From the quiet street, drive into the attached garage, or chat with the neighbors by the mailbox and then go in the front door, either way you'll be excited to be home. The foyer (Hello, expansive coat closet!) opens to a large and inviting living room with custom picture window. Hardwood flooring extends from the living through the dining area which opens to a beautifully renovated kitchen (2019) with stainless steel appliances, granite counters, and counter seating. Three bedrooms and full bath (JUST renovated 2026 with new tub, fixtures, window, tile, flooring and toilet). The back door leads to a stone patio and level grassy yard with room to garden or play. The lower level offers a bonus room (perfect for playroom, office or den), laundry and storage. Village attractions including the Jacob Burns Film Center, shops, restaurants, train station and schools are just 1.4 mi down Bedford Road. And all this at a price people who aren't billionaires can afford! Why spend another winter crammed in a too-small apartment or paying to heat a too-big house - when 54 High View Terrace is JUST RIGHT - schedule a showing today!

54 High View Terrace, Pleasantville

$1,599,999

Dreams really do come true! If you've been searching for a home in a vibrant village celebrated for its culture, arts, recreation, and natural beauty, your search may end here. This timeless four-bedroom Colonial offers the rare opportunity to own a beloved home in one of the community's most desirable neighborhoods. Nestled on one of the Village's most sought-after streets, this captivating 1920s residence beautifully blends historic charm with everyday comfort. From the moment you arrive, you'll be drawn in by its undeniable curb appeal. A custom stone driveway welcomes you to this special property, setting the tone for what awaits inside. Step through the front door and you'll immediately feel at home. Rich in character and filled with warmth, the home showcases beautiful hardwood floors and timeless architectural details. Lovingly maintained and thoughtfully enjoyed through the years, the home offers the space, flexibility, and comfort today's buyers desire while preserving the character that makes older homes so treasured. The first floor features high ceilings, gleaming wood floors, crown moldings, built-ins, and a welcoming fireplace that anchors the living spaces. The formal living and dining rooms are gracious yet comfortable, ideal for both everyday living and entertaining. Just beyond, the inviting screened porch offers the perfect retreat for reading, relaxing, or enjoying peaceful mornings and evenings surrounded by nature. Upstairs, generously sized bedrooms provide comfort and privacy, while the expansive great room creates the perfect space for movie nights, playtime, or recreation. Let the games begin! The third floor adds even more versatility with a charming multi-purpose room, a full bath featuring a classic clawfoot tub, and additional storage space. The walk-out lower level offers exceptional functionality, including recreation or exercise space, an oversized laundry area, abundant storage, utility space, and a dedicated workshop for hobbies and projects. Step outside and discover your own private backyard sanctuary. Framed by mature trees, lush landscaping, and thoughtfully designed gathering spaces, this exceptional outdoor setting offers something for everyone. Sip your morning coffee on the screened porch with its beautiful mahogany floors or host summer dinners there, relax in the outdoor seating area, or shoot some hoops. The green space provides endless opportunities for play, gardening, entertaining, or simply unwinding in a peaceful natural setting. Throughout the home, gracious room proportions and flexible living spaces effortlessly accommodate today's lifestyles while honoring the integrity and charm of its 1920s heritage. Whether you're hosting holiday celebrations in the formal rooms, enjoying quiet evenings by the fire, gathering with loved ones, or creating new traditions both indoors and out, every space feels welcoming, comfortable, and timeless. This is more than just a house. It is a home filled with history, character, and heart, lovingly preserved and ready for its next chapter. A truly rare Village offering. Welcome home!

4 Beds ⋅ 4 Baths ⋅ 1055819 MLS

Dreams really do come true! If you've been searching for a home in a vibrant village celebrated for its culture, arts, recreation, and natural beauty, your search may end here. This timeless four-bedroom Colonial offers the rare opportunity to own a beloved home in one of the community's most desirable neighborhoods. Nestled on one of the Village's most sought-after streets, this captivating 1920s residence beautifully blends historic charm with everyday comfort. From the moment you arrive, you'll be drawn in by its undeniable curb appeal. A custom stone driveway welcomes you to this special property, setting the tone for what awaits inside. Step through the front door and you'll immediately feel at home. Rich in character and filled with warmth, the home showcases beautiful hardwood floors and timeless architectural details. Lovingly maintained and thoughtfully enjoyed through the years, the home offers the space, flexibility, and comfort today's buyers desire while preserving the character that makes older homes so treasured. The first floor features high ceilings, gleaming wood floors, crown moldings, built-ins, and a welcoming fireplace that anchors the living spaces. The formal living and dining rooms are gracious yet comfortable, ideal for both everyday living and entertaining. Just beyond, the inviting screened porch offers the perfect retreat for reading, relaxing, or enjoying peaceful mornings and evenings surrounded by nature. Upstairs, generously sized bedrooms provide comfort and privacy, while the expansive great room creates the perfect space for movie nights, playtime, or recreation. Let the games begin! The third floor adds even more versatility with a charming multi-purpose room, a full bath featuring a classic clawfoot tub, and additional storage space. The walk-out lower level offers exceptional functionality, including recreation or exercise space, an oversized laundry area, abundant storage, utility space, and a dedicated workshop for hobbies and projects. Step outside and discover your own private backyard sanctuary. Framed by mature trees, lush landscaping, and thoughtfully designed gathering spaces, this exceptional outdoor setting offers something for everyone. Sip your morning coffee on the screened porch with its beautiful mahogany floors or host summer dinners there, relax in the outdoor seating area, or shoot some hoops. The green space provides endless opportunities for play, gardening, entertaining, or simply unwinding in a peaceful natural setting. Throughout the home, gracious room proportions and flexible living spaces effortlessly accommodate today's lifestyles while honoring the integrity and charm of its 1920s heritage. Whether you're hosting holiday celebrations in the formal rooms, enjoying quiet evenings by the fire, gathering with loved ones, or creating new traditions both indoors and out, every space feels welcoming, comfortable, and timeless. This is more than just a house. It is a home filled with history, character, and heart, lovingly preserved and ready for its next chapter. A truly rare Village offering. Welcome home!

32 Eastview Avenue, Pleasantville

$2,299,000

A rare opportunity to choose between the award-winning Byram Hills (Armonk) or Chappaqua School District. Experience modern luxury at 26 Cecilia Lane, a completely move-in-ready, 5,055-square-foot contemporary ranch that pairs impressive scale with the effortless ease of predominantly first floor living. Flooded with natural light and set on more than 1.5 acres of professionally landscaped, flat and usable grounds, this exceptional residence offers 5 bedrooms, 3 full bathrooms, and two powder rooms. A gracious foyer sets the tone, opening to living spaces designed for comfortable daily activities and effortless entertaining. The living room opens through sliding glass doors to an expansive bluestone patio, blurring the line between indoor and out against a backdrop of lush private grounds. The formal dining room flows seamlessly into a sun-filled eat-in kitchen, which opens directly to the patio for easy indoor-outdoor dining and gathering. At the heart of the home is a dramatic family room with vaulted ceilings, anchored by a wood-burning fireplace and framed by an abundance of windows overlooking the surrounding landscape. Warm, inviting and filled with natural light, it is an ideal gathering space in every season. A private bedroom wing places all five bedrooms conveniently on the main level. The serene primary suite features generous walk-in closets and an en-suite bathroom while three additional well-proportioned bedrooms share an oversized hall bathroom. A fifth bedroom adds flexibility as a guest suite or home office. A beautifully appointed powder room, an oversized mudroom with laundry, along with direct access to the attached two-car garage round out the main level with everyday luxury and convenience. The home’s impressive scale continues upstairs, where a versatile loft and full bathroom offer abundant space for recreation, work, fitness or guests. The finished walkout lower level offers additional flexibility, complete with its own powder room and direct access to the backyard. Outside, the expansive lawn, established perennial gardens, mature trees and thriving vegetable garden create a private park-like setting with abundant room to relax, play, garden and entertain. Set in a peaceful, sought-after neighborhood, this home is close to the North White Plains and Pleasantville train stations, the Pleasantville Farmers Market, Jacob Burns Film Center, and shopping in both Armonk and Chappaqua. Rare in its scale, light, privacy and flexibility, 26 Cecilia Lane delivers a turnkey offering of elegance and expansive outdoor living in one of Westchester's most prime locations. VERY ATTRACTIVE TAXES!

5 Beds ⋅ 5 Baths ⋅ 1043619 MLS

A rare opportunity to choose between the award-winning Byram Hills (Armonk) or Chappaqua School District. Experience modern luxury at 26 Cecilia Lane, a completely move-in-ready, 5,055-square-foot contemporary ranch that pairs impressive scale with the effortless ease of predominantly first floor living. Flooded with natural light and set on more than 1.5 acres of professionally landscaped, flat and usable grounds, this exceptional residence offers 5 bedrooms, 3 full bathrooms, and two powder rooms. A gracious foyer sets the tone, opening to living spaces designed for comfortable daily activities and effortless entertaining. The living room opens through sliding glass doors to an expansive bluestone patio, blurring the line between indoor and out against a backdrop of lush private grounds. The formal dining room flows seamlessly into a sun-filled eat-in kitchen, which opens directly to the patio for easy indoor-outdoor dining and gathering. At the heart of the home is a dramatic family room with vaulted ceilings, anchored by a wood-burning fireplace and framed by an abundance of windows overlooking the surrounding landscape. Warm, inviting and filled with natural light, it is an ideal gathering space in every season. A private bedroom wing places all five bedrooms conveniently on the main level. The serene primary suite features generous walk-in closets and an en-suite bathroom while three additional well-proportioned bedrooms share an oversized hall bathroom. A fifth bedroom adds flexibility as a guest suite or home office. A beautifully appointed powder room, an oversized mudroom with laundry, along with direct access to the attached two-car garage round out the main level with everyday luxury and convenience. The home’s impressive scale continues upstairs, where a versatile loft and full bathroom offer abundant space for recreation, work, fitness or guests. The finished walkout lower level offers additional flexibility, complete with its own powder room and direct access to the backyard. Outside, the expansive lawn, established perennial gardens, mature trees and thriving vegetable garden create a private park-like setting with abundant room to relax, play, garden and entertain. Set in a peaceful, sought-after neighborhood, this home is close to the North White Plains and Pleasantville train stations, the Pleasantville Farmers Market, Jacob Burns Film Center, and shopping in both Armonk and Chappaqua. Rare in its scale, light, privacy and flexibility, 26 Cecilia Lane delivers a turnkey offering of elegance and expansive outdoor living in one of Westchester's most prime locations. VERY ATTRACTIVE TAXES!

26 Cecilia Lane, Pleasantville

$729,000

Welcome to 82 Birch Drive, a charming 3-bedroom, 1-bath home situated on two parcels along a quiet dead-end street in Pleasantville, offering a peaceful hillside setting surrounded by mature trees. Inside, hardwood floors throughout add warmth and character, while a beautiful arched doorway connects the living and dining rooms. The extended living room area features skylights and a high ceiling, bringing additional natural light and an open, airy feel to the space. The partially finished basement provides additional flexible space and was previously used as a home office, with additional areas available for storage and other needs. Outside, the two-parcel setting provides additional outdoor space to enjoy, along with ample parking. Located adjacent to Graham Hills Park, the home offers convenient access to outdoor recreation while remaining just minutes from the Pleasantville Metro-North station, downtown Pleasantville, shopping, dining, and major roadways. With its tranquil setting, hardwood floors, charming architectural details, extended living room, flexible lower-level space, ample parking, two-parcel property, and convenient location, 82 Birch Drive offers a wonderful combination of character, space, and convenience.

3 Beds ⋅ 1 Baths ⋅ 1050254 MLS

Welcome to 82 Birch Drive, a charming 3-bedroom, 1-bath home situated on two parcels along a quiet dead-end street in Pleasantville, offering a peaceful hillside setting surrounded by mature trees. Inside, hardwood floors throughout add warmth and character, while a beautiful arched doorway connects the living and dining rooms. The extended living room area features skylights and a high ceiling, bringing additional natural light and an open, airy feel to the space. The partially finished basement provides additional flexible space and was previously used as a home office, with additional areas available for storage and other needs. Outside, the two-parcel setting provides additional outdoor space to enjoy, along with ample parking. Located adjacent to Graham Hills Park, the home offers convenient access to outdoor recreation while remaining just minutes from the Pleasantville Metro-North station, downtown Pleasantville, shopping, dining, and major roadways. With its tranquil setting, hardwood floors, charming architectural details, extended living room, flexible lower-level space, ample parking, two-parcel property, and convenient location, 82 Birch Drive offers a wonderful combination of character, space, and convenience.

82 Birch Drive, Pleasantville

$689,000

Nestled in the midst of an idyllic, tree-filled, half-acre setting, this charming, character-filled gem is ideal for working from home, relaxing and entertaining! Upon entry, the foyer opens to a formal living room with several architectural features of note -- a beautiful arched, vaulted ceiling, hardwood floors and a fireplace with stone trim. At the opposite end of the room is a huge picture window with expansive views of the glorious outdoors. Also on this level is a generously-proportioned master bedroom with custom woodwork and 4 windows that allow in natural light and views of the unspoiled park land located directly in front of this home. Three additional bedrooms are also on this level, one of which is currently used as an office. Step downstairs to a remodeled kitchen with a pocket door to a large, clean all-purpose room. Doors from this room and the kitchen lead out to an expansive stone patio with views over the property and out to the street. Guests can transition easily from the all-purpose room to the patio. Custom woodwork and built-ins are evident throughout this home, as well as upgraded lighting, shed ceilings and other notable features which give it a unique, eclectic style. Once outdoors, the large property lends itself to privacy, and yet there is ample room for gardening, for fur babies to roam and for relaxation and basking in the sun. Everything is here to conveniently work from home. However this home's proximity to the Pleasantville Metro-North Station makes commuting to New York City an equally desirable option. This home must be seen in person to be appreciated!

4 Beds ⋅ 1 Baths ⋅ 1047856 MLS

Nestled in the midst of an idyllic, tree-filled, half-acre setting, this charming, character-filled gem is ideal for working from home, relaxing and entertaining! Upon entry, the foyer opens to a formal living room with several architectural features of note -- a beautiful arched, vaulted ceiling, hardwood floors and a fireplace with stone trim. At the opposite end of the room is a huge picture window with expansive views of the glorious outdoors. Also on this level is a generously-proportioned master bedroom with custom woodwork and 4 windows that allow in natural light and views of the unspoiled park land located directly in front of this home. Three additional bedrooms are also on this level, one of which is currently used as an office. Step downstairs to a remodeled kitchen with a pocket door to a large, clean all-purpose room. Doors from this room and the kitchen lead out to an expansive stone patio with views over the property and out to the street. Guests can transition easily from the all-purpose room to the patio. Custom woodwork and built-ins are evident throughout this home, as well as upgraded lighting, shed ceilings and other notable features which give it a unique, eclectic style. Once outdoors, the large property lends itself to privacy, and yet there is ample room for gardening, for fur babies to roam and for relaxation and basking in the sun. Everything is here to conveniently work from home. However this home's proximity to the Pleasantville Metro-North Station makes commuting to New York City an equally desirable option. This home must be seen in person to be appreciated!

45 Leroy Street, Pleasantville

$1,125,000

There’s something truly special about this captivating Pleasantville Craftsman. It has the kind of charm and character that is hard to find in newer homes, along with a wonderful location right in the heart of Pleasantville. The moment you enter, you’ll notice the hardwood floors, large windows, and abundance of natural light filling the rooms. But the real star of the show may be the oversized front porch. It’s the kind of porch that makes you want to slow down, sit for a while, and enjoy the company of friends. Use it as a place to entertain, read the newspaper, enjoy your morning coffee, or simply relax. It truly feels like a second living room and adds so much to the personality of this home. The house has been recognized for its charm and has even been featured on Pleasantville home tours. There’s also plenty of opportunity to make the home work for your needs. The attic space could potentially be transformed into a primary bedroom suite, home office, study, playroom, or whatever space your wishes desire. You’re just blocks from Bedford Road Elementary, the library, the middle and high schools, and both uptown and downtown Pleasantville. Stroll to town for dinner, grab a coffee, browse the shops, catch a movie at the coveted Jacob Burn’s theatre or enjoy the many community events that make Pleasantville such a great place to live. The Metro-North station is also right in town making the commute to New York City and White Plains super convenient. For those who love the outdoors, Rockefeller State Park Preserve, Opperman’s Pond, the amazing Pleasantville town pool and other nearby parks offer beautiful places to walk, hike, and enjoy nature. The Pleasantville Music Festival and frequent town concerts contribute to the cultural elements that make this town one of a kind. This is a home with personality, history, and possibilities. You can move right in and enjoy it as it is or take advantage of the additional space and make it your own. This home offers many expansion possibilities including an expansion of the attic which already has hardwood floors and heat. Additionally, the possibility for a "mother/daughter" set up exists with some creativity. If you’ve been looking for a home that feels welcoming the minute you arrive—and a community where you can truly put down roots—this Pleasantville Craftsman is a must see!

3 Beds ⋅ 2 Baths ⋅ 1042508 MLS

There’s something truly special about this captivating Pleasantville Craftsman. It has the kind of charm and character that is hard to find in newer homes, along with a wonderful location right in the heart of Pleasantville. The moment you enter, you’ll notice the hardwood floors, large windows, and abundance of natural light filling the rooms. But the real star of the show may be the oversized front porch. It’s the kind of porch that makes you want to slow down, sit for a while, and enjoy the company of friends. Use it as a place to entertain, read the newspaper, enjoy your morning coffee, or simply relax. It truly feels like a second living room and adds so much to the personality of this home. The house has been recognized for its charm and has even been featured on Pleasantville home tours. There’s also plenty of opportunity to make the home work for your needs. The attic space could potentially be transformed into a primary bedroom suite, home office, study, playroom, or whatever space your wishes desire. You’re just blocks from Bedford Road Elementary, the library, the middle and high schools, and both uptown and downtown Pleasantville. Stroll to town for dinner, grab a coffee, browse the shops, catch a movie at the coveted Jacob Burn’s theatre or enjoy the many community events that make Pleasantville such a great place to live. The Metro-North station is also right in town making the commute to New York City and White Plains super convenient. For those who love the outdoors, Rockefeller State Park Preserve, Opperman’s Pond, the amazing Pleasantville town pool and other nearby parks offer beautiful places to walk, hike, and enjoy nature. The Pleasantville Music Festival and frequent town concerts contribute to the cultural elements that make this town one of a kind. This is a home with personality, history, and possibilities. You can move right in and enjoy it as it is or take advantage of the additional space and make it your own. This home offers many expansion possibilities including an expansion of the attic which already has hardwood floors and heat. Additionally, the possibility for a "mother/daughter" set up exists with some creativity. If you’ve been looking for a home that feels welcoming the minute you arrive—and a community where you can truly put down roots—this Pleasantville Craftsman is a must see!

35 Grandview Avenue, Pleasantville

$899,000

ATTENTION WORK-AT -HOME PROFESSIONALS AND THOSE SEEKING MOTHER DAUGHTER SET UP! Discover a true Pleasantville unicorn — a charming 1930’s single family home with legal commercial ground floor space offering rare flexibility, unbeatable walkability, and the kind of village convenience buyers dream about. Perfectly situated just 0.2 miles to the Pleasantville Metro-North Station, 0.4 miles to Bedford Road School, and 0.3 miles to both the Middle and High Schools, this home delivers effortless access to every part of town. Shops, dining, parks, the Farmers Market, and the Jacob Burns Film Center are all moments away, with easy ON/OFF access to the Saw Mill River Parkway for seamless commuting. County Tax classification code is R-02, the ground-floor unit is a standout feature — ideal as a professional home office (light business permitted) or as a 750 sq ft above ground living space. Previously used as a real estate office, it now functions as a comfortable residential space with endless potential with private entrance and second egress. . The main 3-bedroom apartment offers classic warmth and modern convenience, featuring a chef’s stove, EI kitchen w. SGD onto patio, formal dining room, sun room and living room. The second floor offers f primary bedroom, and two additional secondary bedrooms . The home has been fairly well maintained and is ready for you to personalize and make your own. This home offers off-street parking for at least three vehicles. With flexible zoning, walk-to-everything convenience, and timeless 1930’s character, 4 Depew Street is a one-of-a-kind Pleasantville opportunity. Zoning allows for 6 foot signage that is visible from Saw Mill River Parkway. .

3 Beds ⋅ 2 Baths ⋅ 1027975 MLS

ATTENTION WORK-AT -HOME PROFESSIONALS AND THOSE SEEKING MOTHER DAUGHTER SET UP! Discover a true Pleasantville unicorn — a charming 1930’s single family home with legal commercial ground floor space offering rare flexibility, unbeatable walkability, and the kind of village convenience buyers dream about. Perfectly situated just 0.2 miles to the Pleasantville Metro-North Station, 0.4 miles to Bedford Road School, and 0.3 miles to both the Middle and High Schools, this home delivers effortless access to every part of town. Shops, dining, parks, the Farmers Market, and the Jacob Burns Film Center are all moments away, with easy ON/OFF access to the Saw Mill River Parkway for seamless commuting. County Tax classification code is R-02, the ground-floor unit is a standout feature — ideal as a professional home office (light business permitted) or as a 750 sq ft above ground living space. Previously used as a real estate office, it now functions as a comfortable residential space with endless potential with private entrance and second egress. . The main 3-bedroom apartment offers classic warmth and modern convenience, featuring a chef’s stove, EI kitchen w. SGD onto patio, formal dining room, sun room and living room. The second floor offers f primary bedroom, and two additional secondary bedrooms . The home has been fairly well maintained and is ready for you to personalize and make your own. This home offers off-street parking for at least three vehicles. With flexible zoning, walk-to-everything convenience, and timeless 1930’s character, 4 Depew Street is a one-of-a-kind Pleasantville opportunity. Zoning allows for 6 foot signage that is visible from Saw Mill River Parkway. .

4 Depew Street, Pleasantville

$1,325,000

Enjoy resort-style living in the sought-after Pleasantville Country Club community. Tucked at the end of a private cul-de-sac, this beautifully updated 3-bedroom, 3.5-bath townhome offers 3,434 square feet of elegant living space, exceptional privacy, and a lifestyle designed for effortless entertaining and everyday enjoyment. The main level features a stunning Kingswood gourmet kitchen with a generous granite center island, top-of-the-line appliances, and abundant workspace. The inviting living room, complete with a cozy fireplace, opens to a spacious screened porch overlooking the third green of the community’s nine-hole golf course, creating a serene setting for morning coffee or relaxing evenings. Upstairs, the expansive primary suite offers a luxurious en-suite bath and generous closet space, complemented by two additional bedrooms and a full hall bath. The light-filled lower level extends the living space with a welcoming family room and a wall of doors leading to a beautifully landscaped, private patio. A full bath, ample storage, and a separate room with French doors provide flexibility for guests, a home office, or additional living space. Enjoy an exceptional array of community amenities, including a swimming pool, tennis and pickleball courts, fitness facilities, and an on-site restaurant. Just moments from the charming Village of Pleasantville, enjoy its vibrant downtown, acclaimed dining, boutique shopping, cultural attractions, and year-round community events. Conveniently located near the Pleasantville Metro-North station, with service to Grand Central Terminal, this home offers an appealing balance of suburban tranquility, recreational amenities, and commuter convenience. Discover the best of Pleasantville living, where comfort, convenience, and a country club lifestyle come together.

3 Beds ⋅ 4 Baths ⋅ 1018220 MLS

Enjoy resort-style living in the sought-after Pleasantville Country Club community. Tucked at the end of a private cul-de-sac, this beautifully updated 3-bedroom, 3.5-bath townhome offers 3,434 square feet of elegant living space, exceptional privacy, and a lifestyle designed for effortless entertaining and everyday enjoyment. The main level features a stunning Kingswood gourmet kitchen with a generous granite center island, top-of-the-line appliances, and abundant workspace. The inviting living room, complete with a cozy fireplace, opens to a spacious screened porch overlooking the third green of the community’s nine-hole golf course, creating a serene setting for morning coffee or relaxing evenings. Upstairs, the expansive primary suite offers a luxurious en-suite bath and generous closet space, complemented by two additional bedrooms and a full hall bath. The light-filled lower level extends the living space with a welcoming family room and a wall of doors leading to a beautifully landscaped, private patio. A full bath, ample storage, and a separate room with French doors provide flexibility for guests, a home office, or additional living space. Enjoy an exceptional array of community amenities, including a swimming pool, tennis and pickleball courts, fitness facilities, and an on-site restaurant. Just moments from the charming Village of Pleasantville, enjoy its vibrant downtown, acclaimed dining, boutique shopping, cultural attractions, and year-round community events. Conveniently located near the Pleasantville Metro-North station, with service to Grand Central Terminal, this home offers an appealing balance of suburban tranquility, recreational amenities, and commuter convenience. Discover the best of Pleasantville living, where comfort, convenience, and a country club lifestyle come together.

18 Brookview Drive, Pleasantville

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