38

Homes for Sale near Oakside School

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  • /44

    $499,900

    • 2 Beds
    • 2.5 Baths
    • 1,315 Sq Ft

    115 Viewpoint Terrace, Peekskill, NY 10566

    Experience the charm of Riverbend, Peekskill's stunning resort-style riverfront condominium community. This beautifully maintained two-bedroom, two-and-a-half-bath townhome features an attached one-car garage and driveway space right in front, offering convenient no-step entry into the main level of this bi-level unit. The light-filled open floor plan showcases living and dining areas with

    Cindy Cassuto Corcoran Legends Realty

    115 Viewpoint Terrace, Peekskill, NY 10566
  • /25

    $140,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    1 Lakeview Dr Unit 4L, Peekskill, NY 10566

    Sun-Drenched Living with Private Balcony at Peekskill Towers! Step into this spacious 4th-floor co-op and be greeted by a tiled foyer that flows seamlessly into a bright, airy living area. Slide open the doors to your private balcony—the perfect spot for morning coffee or evening relaxation. The well-appointed eat-in kitchen offers generous meal prep space and comfortable seating for hosting.

    Patricia D'Alesio Houlihan Lawrence Inc.

    1 Lakeview Dr Unit 4L, Peekskill, NY 10566
  • /47

    $579,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,470 Sq Ft

    410 Decatur Ave, Peekskill, NY 10566

    Welcome to 410 Decatur Avenue, a charming home in Peekskill’s sought-after Fort Hill section with direct backyard access to Fort Hill Park. Full of character and warmth, this special property features original wood moldings, hardwood floors, and a welcoming living room with a fireplace and built-ins. Also on the main/parlor level, a separate dining room flows just off the updated kitchen and into

    Eric Staub Keller Williams NY Realty

    410 Decatur Ave, Peekskill, NY 10566
  • /22

    $525,000

    • 3 Beds
    • 1 Bath
    • 1,435 Sq Ft

    540 N James St, Peekskill, NY 10566

    Welcome to this charming and well-loved three-bedroom home, ideally situated on a quiet street just moments from the vibrant north side of Peekskill’s downtown. Blending warmth, character, and practical living space, this home offers a wonderful opportunity for comfortable everyday living with room to make it your own. Step inside to find a spacious main level featuring a bright and inviting

    Nick Schunk Schunk Realty Group

    540 N James St, Peekskill, NY 10566
  • /28

    $600,000

    • 4 Beds
    • 3 Baths
    • 2,010 Sq Ft

    947 Diven St, Peekskill, NY 10566

    This well maintained multi-family property offers the perfect blend of charm, space, and flexibility, ideal for both homeowners and investors alike. The main three-bedroom unit lives like a single-family home, featuring a welcoming rocking chair front porch, a spacious foyer, and formal dining room. Upstairs, you’ll find three generously sized bedrooms, along with a walk-up third floor (accessed

    Katherine Bellantoni William Raveis Real Estate

    947 Diven St, Peekskill, NY 10566
  • /31

    $415,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    17 Bayberry Dr, Peekskill, NY 10566

    Discover the perfect blend of comfort and convenience in this first-floor, 2-bedroom, 2-full-bath condo. The airy, open-concept floor plan creates a seamless flow, making entertaining a true breeze. Your guests will love gathering in the spacious living area or stepping through the sliders onto your private balcony—a peaceful retreat also accessible directly from the primary suite. The spacious

    Patricia D'Alesio Houlihan Lawrence Inc.

    17 Bayberry Dr, Peekskill, NY 10566
  • /34

    $600,000

    • 4 Beds
    • 2 Baths
    • 1,626 Sq Ft

    176 Depew St, Peekskill, NY 10566

    Welcome to 176 Depew Street, a well-maintained 4-bedroom, 2-bathroom side hall Colonial with genuine curb appeal, set on a corner lot in one of Peekskill's most convenient locations. Just moments from downtown, the Hudson River waterfront, Depew Park, and Metro-North, the setting alone is hard to beat. Step inside through a charming lemonade porch — the perfect spot to unwind and take in the

    Quadhir Cline Coldwell Banker Realty

    176 Depew St, Peekskill, NY 10566
  • /32

    $439,000

    • 2 Beds
    • 2.5 Baths
    • 1,315 Sq Ft

    614 Viewpoint Terrace Unit 198, Peekskill, NY 10566

    Enjoy picturesque views of the Hudson River and the iconic Bear Mountain Bridge from this two-level townhouse in the highly sought-after Riverbend community of Peekskill. Offering a unique and functional layout, this home features main-level entry with no stairs, a spacious living area, and a kitchen with a charming eat-in space that opens seamlessly to the living room and private balcony. A

    Kelly Mahoney Joseph Baratta Company Realty

    614 Viewpoint Terrace Unit 198, Peekskill, NY 10566
  • /45

    $650,000

    • 4 Beds
    • 2 Baths
    • 1,324 Sq Ft

    113 Old Bay St, Peekskill, NY 10566

    Wow! Only a third of a mile to the Peekskill Metro-North station and the Peekskill Riverfront Green Park and the beautiful trail along the Hudson river. Catch the train in a flash! Enjoy the scenic view while enjoying the closeby amenities Peekskill has to offer. The second-floor unit was completely renovated with new flooring, new kitchen, new bath in 2021 Each apartment has its own washer/dryer

    Cynthia Weil Howard Hanna Rand Realty

    113 Old Bay St, Peekskill, NY 10566
  • /21

    $899,000

    • 5 Beds
    • 3 Baths
    • 2,900 Sq Ft

    147 Union Ave, Peekskill, NY 10566

    Large income-producing 3-family property in a prime Peekskill location within walking distance to downtown, restaurants, shops, bus and Metro-North train station. This well-maintained multi-family offers a great opportunity for an owner-occupant or investor with strong rental income and additional upside. The property features a spacious 3-bedroom unit plus two 1-bedroom units, a full walk-up

    Gary Sanguino Gary Sanguino

    147 Union Ave, Peekskill, NY 10566
  • /30

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    130 Benefield Blvd, Peekskill, NY 10566

    Welcome to 130 Benefield Boulevard in Peekskill — a spacious and versatile 4-bedroom, 2 full and 1 half bath home offering strong potential and flexible living options. This frame home features high ceilings, abundant natural light, and generously sized windows throughout, creating a bright and open feel. The layout includes multiple entrances, adding convenience and functionality for a variety

    Bryant Moran YourHomeSold Guaranteed Realty

    130 Benefield Blvd, Peekskill, NY 10566
  • /60

    $850,000

    • 4 Beds
    • 4 Baths

    1206 Main St, Peekskill, NY 10566

    New to the market! Well maintained 4 family apartment building features some nice updates. Brand new roof in 2024 and New siding in 2022! Four one bedroom apartments each with 1 bath. One apartment features a private, cozy screened porch overlooking a landscaped, level yard. The exterior was updated but the Victorian style has remained. This is a terrific location because it has a lovely, private

    Cynthia Weil Howard Hanna Rand Realty

    1206 Main St, Peekskill, NY 10566
  • /30

    $575,000

    • 2 Beds
    • 2.5 Baths
    • 1,562 Sq Ft

    121 Northview Ct, Peekskill, NY 10566

    Welcome to 121 Northview Court, a beautifully maintained end unit in the sought after Riverbend community overlooking the Hudson River! This spacious 2-bedroom and 2 1/2 bath condo is a rare one-of-a-kind gem encompassing a total of 1,562-square-foot. The main level features an inviting open-concept layout with an expansive living room flowing seamlessly into the spacious eat in chef’s kitchen.

    Laurence Wallace Coldwell Banker Realty

    121 Northview Ct, Peekskill, NY 10566
  • /26

    $395,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    5108 Villa at the Woods, Peekskill, NY 10566

    Welcome To Villa At The woods. A Historic building close to downtown Peekskill. Enjoy a plethora of restaurants , art, music, variety of shows at the majestic Paramount Theatre. Near by water front on the Hudson River offers beautiful views and activities. This fully renovated end unit's open concept features 2 bedrooms 1 full bath with in unit laundry. Boasting high ceilings with a modern

    Claudine Colletti Giner Real Estate Inc.

    5108 Villa at the Woods, Peekskill, NY 10566
  • /50

    $575,000

    • 3 Beds
    • 1.5 Baths
    • 1,495 Sq Ft

    500 Nelson Ave, Peekskill, NY 10566

    Welcome to Fort Hill House, a picture-perfect circa 1923 Craftsman-style house on a quiet corner in Peekskill's Nelson Avenue–Fort Hill Historic District. Situated just one hour north of New York City, this charming home offers two full floors of original character, thoughtful updates, and a backyard that rewards every season. The covered front porch opens to a gracious entry and a living room

    Eva Reece Houlihan Lawrence, Inc

    500 Nelson Ave, Peekskill, NY 10566
  • /31

    $585,000 Open Sat 10:30AM - 12:30PM

    • 2 Beds
    • 2.5 Baths
    • 1,250 Sq Ft

    200 School House Rd Unit 4E, Peekskill, NY 10566

    Beautifully renovated loft-style condominium where exposed brick and soaring 11+ ft ceilings create the perfect blend of Brooklyn character and modern suburban living. Flooded with natural light, this meticulously maintained home features a fully renovated kitchen with stainless steel, energy-efficient appliances, brand-new hardwood floors throughout the second-floor bedrooms and hallway, updated

    Andrea Jaramillo Corcoran

    200 School House Rd Unit 4E, Peekskill, NY 10566
  • /31

    $395,000

    • 2 Beds
    • 1.5 Baths
    • 1,170 Sq Ft

    21 Arbor Way, Peekskill, NY 10566

    Located in the tranquil, sought-after community of Chapel Hill, this move-in ready beautifully maintained end-unit townhome offers comfort and convenience. The main level features an eat-in-kitchen with granite countertops, luxurious marble tiled flooring, and counter seating. The living room boasts stunning wood floors and a recently upgraded (2023) sliding glass door to a private patio and

    Danette Pasciuti Keller Williams Realty Partner

    21 Arbor Way, Peekskill, NY 10566
  • /4

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    1763 Park St, Peekskill, NY 10566

    To Be Built -- Brand new 3-bedroom, 2.5-bath Colonial offering modern comfort in a convenient location close to everything Peekskill has to offer. This beautifully designed home features an open and functional layout perfect for today’s lifestyle, with spacious living areas and quality finishes throughout. Located just minutes from downtown Peekskill’s vibrant restaurants, shops, and waterfront,

    Ann Larkin BHHS River Towns Real Estate

    1763 Park St, Peekskill, NY 10566
  • /47

    $780,000

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    192 Benefield Blvd, Peekskill, NY 10566

    **Welcome to 192 Benefield Blvd, Peekskill, NY** — a spacious 4-bedroom, 2.5-bath Colonial in the desirable Forest View neighborhood offering comfort, style, and energy efficiency. The bright main level features hardwood floors, a formal living room with fireplace, formal dining room, and a large family room off the kitchen with access to the deck—perfect for entertaining. Upstairs, the primary

    Daniel Figueroa Locqube New York, Inc.

    192 Benefield Blvd, Peekskill, NY 10566
  • /22

    $125,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    1840 Crompond Rd Unit 2A3, Peekskill, NY 10566

    Live the peaceful, low-maintenance lifestyle at Stonegate with almost everything included in the monthly maintenance. Taxes, heat, hot water, internet, cable, pool access, grounds maintenance, and building maintenance are all covered—leaving electricity as the only separate utility. This bright first-floor one-bedroom co-op offers an easy, open floor plan with beautiful parquet floors throughout

    Lisa Jeanneret Corcoran Country Living

    1840 Crompond Rd Unit 2A3, Peekskill, NY 10566
  • /16

    $173,000

    • 1 Bed
    • 1 Bath
    • 940 Sq Ft

    1840 Crompond Rd Unit 7C6, Peekskill, NY 10566

    Welcome to your peaceful retreat at the sought-after Stonegate Co-op. This beautifully maintained, move-in ready first-floor one-bedroom unit offers easy, no-step living and a wonderful blend of comfort and convenience. The spacious layout features an oversized living room and dining area with a sliding glass door to your deck. The renovated kitchen offers modern finishes, stainless steel

    Annemarie Credentino BHHS River Towns Real Estate

    1840 Crompond Rd Unit 7C6, Peekskill, NY 10566
  • /4

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    1767 Park St, Peekskill, NY 10566

    To Be Built -- Brand new 3-bedroom, 2.5-bath Colonial offering modern comfort in a convenient location close to everything Peekskill has to offer. This beautifully designed home features an open and functional layout perfect for today’s lifestyle, with spacious living areas and quality finishes throughout. Located just minutes from downtown Peekskill’s vibrant restaurants, shops, and waterfront,

    Susan Fraietta BHHS River Towns Real Estate

    1767 Park St, Peekskill, NY 10566
  • /18

    $130,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    1840 Crompond Rd Unit 4A3, Peekskill, NY 10566

    Welcome to this well maintained 1-bedroom, 1-bath residence at Stonegate Co-op, a perfect blend of comfort, space, and convenience.This inviting home features a generously sized eat-in kitchen, offering ample cabinetry and counter space, making meal preparation and casual dining effortless. The living area provides flexibility for both relaxing and entertaining.The spacious bedroom

    Christine MacDonald Houlihan Lawrence Inc.

    1840 Crompond Rd Unit 4A3, Peekskill, NY 10566
  • /23

    $549,000

    • 4 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    1106 Orchard St, Peekskill, NY 10566

    Welcome to 1106 Orchard Street — a spacious four-bedroom single-family home in Peekskill. Now vacant and easy to show, the home offers a flexible layout with a first-floor bedroom and half bath, a large eat-in kitchen with access to a stone patio, and a generous living room. Upstairs features three additional bedrooms and a full bathroom, along with a walk-up attic providing additional usable

    Gary Sanguino Gary Sanguino

    1106 Orchard St, Peekskill, NY 10566
  • /17

    $500,000

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft

    1463 Lincoln Terrace, Peekskill, NY 10566

    This home features 3 bedrooms, 2 full bathrooms, a private patio and front porch, and a finished basement with most of the home being updated within 3 years. There are updates appliances and this warm and cozy home is settled in a great location with close proximnity to shops and restaurants.

    Danielle Mango Houlihan Lawrence Inc.

    1463 Lincoln Terrace, Peekskill, NY 10566
  • /22

    $125,000

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    1840 Crompond Rd Unit 9A6, Peekskill, NY 10566

    Welcome to Stonegate, a conveniently located cooperative community in Peekskill. This lovely one-bedroom, one-bathroom garden unit offers an open floor plan with a spacious bedroom, kitchen, bathroom with oversized vanity, a new wall air conditioner, ample closet space including two walk-in closets and updated windows. There is a common laundry room in the lower level of the building and an

    Lucille Ettere Houlihan Lawrence Inc.

    1840 Crompond Rd Unit 9A6, Peekskill, NY 10566
  • /28

    $364,999

    • 2 Beds
    • 1 Bath
    • 968 Sq Ft

    925 Constant Ave, Peekskill, NY 10566

    Welcome to 925 Constant Avenue in Peekskill! Charming and versatile, this home features 2 bedrooms plus a bonus room—ideal for a home office or guest space. Bright and inviting, the layout includes a generous dining area perfect for everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while the spacious attic provides excellent storage or future potential. Enjoy

    Alexander Delgado Century 21 Elite Realty

    925 Constant Ave, Peekskill, NY 10566
  • /27

    $250,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    5209 Villa at the Woods, Peekskill, NY 10566

    1 Bed, 1 Bath, Beautiful Views, Close to Train. Perfect for entertaining! Natural Light. LARGE Windows! Kitchen w. Beautiful counters, stainless steel appliances. Plenty of room, Entire condo freshly painted. Brick & Construction. AC, Heat, Water, 1 Parking Spot included in Common Charges, Pets & renting allowed.

    Amarish J. Khan Apollo Real Properties, Inc.

    5209 Villa at the Woods, Peekskill, NY 10566
  • /50

    $265,000

    • 1 Bath
    • 700 Sq Ft

    2409 Villa at the Woods, Peekskill, NY 10566

    Renovated Unit with an expert eye for detail. Brand New Bath, fixtures are from Anthropology home, Beautiful Kitchen with Granite Counters. Enormous windows that let in lots of natural light and warmth. Condo is brick and mortar construction, 12 foot ceilings, loft, cedar closet upstairs, California closets downstairs, Low Taxes. HOA includes Heat, Water, AC, Snow Plowing, Landscaping. 1 parking

    Amarish J. Khan Apollo Real Properties, Inc.

    2409 Villa at the Woods, Peekskill, NY 10566
  • /23

    $710,000

    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft

    612 Ringgold St, Peekskill, NY 10566

    Nestled on a peaceful cul-de-sac, this bright three-bedroom contemporary residence offers both privacy and convenience. The home boasts a master suite with a whirlpool tub and a finished lower level featuring a summer kitchen and separate entrance. Large glass doors lead from the bedrooms and the upstairs loft to expansive decking that overlooks a fenced yard and an in-ground pool. This property

    Luby Contreras Keller Williams Realty Partner

    612 Ringgold St, Peekskill, NY 10566
  • /48

    $385,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 1 Bath
    • 884 Sq Ft

    669 N Division St, Peekskill, NY 10566

    A fully renovated 2-bedroom home with bonus space and true expansion potential. Step inside to an updated main level featuring a modern kitchen with quartz countertops, a bright living area, and two comfortable bedrooms. Downstairs, the full walkout basement opens up several possibilities — home office, recreation room, guest space, or extended living. A previous bathroom was removed, but all

    Bryan Dale eXp Realty

    669 N Division St, Peekskill, NY 10566
  • /10

    $784,222

    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    527 Union Ave, Peekskill, NY 10566

    To Be Built – Your Dream Home Awaits! Imagine moving into a brand new home with all the bells and whistles, perfectly situated on a beautiful parcel of land abutting Depew Park! This is your chance to personalize your future home by selecting colors and finishes before construction is complete. The open floor plan is ideal for entertaining. The main level is comprised of a state of the art

    Mark Seiden Mark Seiden Real Estate Team

    527 Union Ave, Peekskill, NY 10566
  • /49

    $3,175,000

    • 5 Beds
    • 5.5 Baths
    • 5,958 Sq Ft

    1 St Marys Convent, Peekskill, NY 10566

    Perched high above the Hudson River, 1 St. Mary’s Convent—also known as St. Joseph’s House—is a distinguished 5-bedroom, 5.5-bath luxury manor offering nearly 6,000 square feet of living space on 4.7 private acres. Originally designed by renowned architect Henry Martin Congdon for the first Episcopalian Order in the United States, this remarkable home is rich with history as part of Fort Hill, a

    Andrew Rogovic Christie's Int. Real Estate

    1 St Marys Convent, Peekskill, NY 10566
  • /23

    $109,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    1 Lakeview Dr Unit LL5, Peekskill, NY 10566

    Ground floor units don't pop up too often. If you want the convenience of low maintenance living without the hassles of elevators and stairs, this one-bedroom coop unit may be just what you are looking for. At 900 square feet this is a larger unit with a spacious bedroom and generous living space. Enjoy your morning coffee or a relaxing evening on the private patio with landscaping designed for

    Nick Schunk Schunk Realty Group

    1 Lakeview Dr Unit LL5, Peekskill, NY 10566
  • /2

    $59,900

    • Land
    • 0.12 Acre
    • $506,340 per Acre

    1605 Crompond Rd, Peekskill, NY 10566

    City of Peekskill lot size 7500. Buyer may need a variance. Property is hilly

    Sandra Smith Howard Hanna Rand Realty

    1605 Crompond Rd, Peekskill, NY 10566
  • /6

    $669,000

    6 Stowe Rd, Peekskill, NY 10566

    Rare Find.. FULLY DETATCHED, DUPLEX, Side By Side 2 FAMILY HOUSE Powered With Electric with 3 CAR PARKING & LARGE WRAP AROUND BACK YARD.LIVE IN ONE, RENT THE OTHER.. Both Units Features 2 Bedrooms / 1 Bth w Exposed Brick Fireplace. Both Units Include Living Room, Eat In Kitchen and Closets. ABOVE GROUND Oil Tank. Home Needs Minor TLC. Home Being Sold As Is. Large Property, Low Taxes, Income

    Crystal Jones Voro LLC

    6 Stowe Rd, Peekskill, NY 10566
  • /20

    $550,000

    • 4 Beds
    • 2 Baths
    • 1,520 Sq Ft

    334 Union Ave, Peekskill, NY 10566

    A spacious home that is ideally located less than a mile from the Peekskill Metro North, Route 9, parks, restaurants and local schools. Enjoy ample private parking on your driveway that easily holds up to 10 cars. Idyllic covered porch. Living room and formal dining room feature ample natural light. The kitchen is appointed with stainless-steel appliances.1st floor primary bedroom with ensuite

    Trudi Iglesias Howard Hanna Rand Realty

    334 Union Ave, Peekskill, NY 10566
  • /23

    $458,600

    • 2 Beds
    • 2.5 Baths
    • 1,295 Sq Ft

    414 Highridge Ct, Peekskill, NY 10566

    2 bedroom, 2 and a half bath, 1,295 total square feet 2 level townhome in the Riverbend community. Overlooking the Hudson River, this pet-friendly community offers amenities, including a clubhouse with a gym, game room, and outdoor pool. Also, short distance to the Peekskill Metro North Train. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City,

    Christopher Rose REALHome Services & Solutions

    414 Highridge Ct, Peekskill, NY 10566
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