Homes for Sale near Oakside School

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  /45

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  514 Highland Ave, Peekskill, NY 10566

  Step inside this inviting Colonial-style home ideally located near downtown Peekskill! The inviting front porch welcomes you inside, where an entryway guides you to a generous living room that transitions smoothly into the formal dining room and kitchen. The renovated kitchen highlights granite countertops, a center counter perfect for morning coffee, custom cabinets, and stainless-steel

  Ana Bermeo Keller Williams Realty Partner

  514 Highland Ave, Peekskill, NY 10566
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  Explore Oakside School

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  /47

  $599,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,811 Sq Ft

  1120 Elm St, Peekskill, NY 10566

  Prepare to fall in love with this beautifully presented Victorian in the heart of Peekskill. A perfect blend of modern comfort and historic charm, this lovingly maintained home has been thoughtfully updated with respect for its original details. An expansive rocking chair front porch invites you to sit and sip lemonade beneath the magnificent magnolia tree, a true showstopper in full spring

  Magdalena Konkola Houlihan Lawrence Inc.

  1120 Elm St, Peekskill, NY 10566
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  /43

  $580,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  916 Bernard Rd, Peekskill, NY 10566

  Welcome to this Charming Cape Cod Home in Peekskill’s Highland Park!Lovingly maintained and truly move-in ready, this delightful Cape Cod residence is nestled in the heart of Highland Park offering the perfect blend of convenience, comfort, and character.Step inside to a spacious living room that seamlessly flows into the dining area, complete with a versatile office or den space

  Susan Fraietta BHHS River Towns Real Estate

  916 Bernard Rd, Peekskill, NY 10566
• 

  

  

  /30

  $589,000

  • 2 Beds
  • 1.5 Baths
  • 1,630 Sq Ft

  1475 Elm St, Peekskill, NY 10566

  Charming stone and stucco Cape Cod located in the Mortgage Hill section of Peekskill. Nicely proportioned rooms include a spacious living room with stone fireplace (wood burning insert), formal dining room, former screened porch now enclosed as a 1st floor den, office/exercise space, kitchen and powder room. The second floor features 2 large bedrooms and a full bathroom. The unfinished lower

  Jody Toth Corcoran Legends Realty

  1475 Elm St, Peekskill, NY 10566
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  /26

  $599,999

  • 3 Beds
  • 2.5 Baths
  • 1,756 Sq Ft

  710 Main St, Peekskill, NY 10566

  Discover the perfect blend of style, space, and convenience in this beautiful triplex townhome located in the heart of Peekskill. Ideally situated to the MTA Train Station, downtown shops, restaurants, cafes, supermarkets, schools, theaters, and the Abbey Inn Spa & Hotel. Inside, you’ll find a two-car attached garage, a flexible bonus room on the first floor with a washer and dryer, and a bright,

  Frank Norwood DC & SF Inc

  710 Main St, Peekskill, NY 10566
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  /50

  $599,999

  • 3 Beds
  • 2 Baths
  • 2,135 Sq Ft

  511 Decatur Ave, Peekskill, NY 10566

  Experience the charm of Peekskill with this unique property at 511 Decatur Avenue. Nestled on a generous 6,000 square foot lot, this well-maintained home presents a unique opportunity for those who appreciate the blend of modern living and classic appeal. The open space invites creativity, making it a prime canvas for your renovation dreams. 3 Bedroom with 2 Full Bathrooms. This property

  Joseph Lukic Compass Greater NY, LLC

  511 Decatur Ave, Peekskill, NY 10566
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  /30

  $649,900

  • 3 Beds
  • 2 Baths
  • 2,128 Sq Ft

  1434 Elm St, Peekskill, NY 10566

  Set on the crest of Elm Street in the Mortgage Hill area of Peekskill, this well maintained custom built split level home offers warmth, space and modern comforts. This home has an open and airy feeling and an abundance of natural light. The large living room features a cozy gas fireplace. and large bay window The spacious country kitchen includes a generous dining area perfect for gatherings.

  Dolores Leonard Dolores Leonard Real Estate

  1434 Elm St, Peekskill, NY 10566
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  /41

  $550,000

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  1 Crescent Ct, Peekskill, NY 10566

  Discover the perfect balance of city convenience and suburban comfort in this beautifully renovated 3-bedroom, 1-bath ranch in Peekskill. Ideal for first-time homeowners or those looking to downsize, this single-level home offers bright, open living with modern updates throughout - gleaming floors, fresh paint, and an airy, sun-filled layout. The stylish kitchen features sleek cabinetry, new

  Gloria Correa Cepin eXp Realty

  1 Crescent Ct, Peekskill, NY 10566
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  /34

  $749,900

  • 4 Beds
  • 3 Baths
  • 2,385 Sq Ft

  1759 Maple Ave, Peekskill, NY 10566

  Beautifully renovated home offering modern finishes and versatile living spaces. The home’s curb appeal shines with a bluestone walkway leading to a beautiful Trex front porch. Enjoy the open great room where the stunning kitchen with an oversized waterfall quartz island and Stainless Steel appliances flows seamlessly into the dining area and spacious living room—perfect for entertaining. Enjoy

  Amber Thomas Compass Greater NY, LLC

  1759 Maple Ave, Peekskill, NY 10566
• 

  

  /50

  $699,000

  • 3 Beds
  • 4 Baths
  • 2,400 Sq Ft

  317 Ringgold St, Peekskill, NY 10566

  Enjoy the many perks of Peekskill living along the riverfront with its scenic park, flower-filled walking and biking paths, antique train station, and trendy restaurants just down the street from this beautiful Victorian home! Featuring spacious rooms, hardwood floors throughout, and antique touches from the turn of the century, this impressive property has so much to offer! With three bedrooms,

  Keri Rizzi HomeSmart Homes & Estates

  317 Ringgold St, Peekskill, NY 10566
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  /45

  $800,000

  • 3 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  1510 Maple Ave, Peekskill, NY 10566

  Welcome to this stunning, one-of-a-kind 3-bedroom, 4-bath Colonial offering immaculate living across four thoughtfully designed levels. From the moment you arrive, you’ll be captivated by the pristine condition and expansive layout, ideal for both everyday comfort and stylish entertaining. The entry level welcomes you with warm and inviting living room and separate den, perfect for relaxing or

  Michael LaMorte Christie's Int. Real Estate

  1510 Maple Ave, Peekskill, NY 10566
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  /38

  $669,900

  • 4 Beds
  • 1.5 Baths
  • 2,128 Sq Ft

  11 Beverly Ln, Peekskill, NY 10566

  Welcome to Your Private Retreat--tucked away in a serene and intimate setting, this warm and inviting 4-bedroom, 1.5-bath home offers the perfect blend of comfort and privacy. Situated on a private drive, surrounded by lush greenery and mature trees, the property feels like a peaceful escape while still being conveniently located near local amenities. Inside, numerous updates enhance the

  Deborah Glatz Coldwell Banker Realty

  11 Beverly Ln, Peekskill, NY 10566
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  /20

  $599,000

  • 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
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  /26

  $560,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  964 Pemart Ave, Peekskill, NY 10566

  Back on the market due to buyer's finances. Welcome home to this charming Cape Cod-style home, perfectly nestled in a prime location near transportation, major highways, dining, and shopping. This delightful 3 bedroom, 2 bath home offers a welcoming atmosphere and exceptional space both inside and out. Step into a cozy living room that flows effortlessly into a bright and airy eat-in kitchen,

  C.J. Nadler Houlihan Lawrence Inc.

  964 Pemart Ave, Peekskill, NY 10566
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  /41

  $485,000

  • 2 Beds
  • 2.5 Baths
  • 2,067 Sq Ft

  1824 Seabury Place, Peekskill, NY 10566

  SOLD AS IS. CASH OFFER WILL BE CONSIRED BEAUTIFUL HOUSE LOTS OF PROPERTY LOT SIZE 99 BY 220 LOTS OF OPPORTUNITY TO EXPLORETWO CARS GARAGE , ALSO CAN FIT 2 MORE CARS NEXT TO GARAGEA LITTLE GEM IN PEEKSKILL NEW YORK FEW MINUTES TO THE RIVER FRONT PARK

  Steven Naraine World View Int. Realty Corp.

  1824 Seabury Place, Peekskill, NY 10566
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  /18

  $294,900

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  4 Rolling Way Unit M, Peekskill, NY 10566

  Welcome to 4M Rolling Way, a beautifully renovated, move-in ready condo that blends comfort, style, and convenience. This two-bedroom, one-bath home is designed for easy living, with thoughtful updates throughout. Inside, you’ll find refinished hardwood floors that add warmth and character, along with a brand-new kitchen featuring quartz counters, modern white cabinetry, stainless steel

  JoElla Deliberto Houlihan Lawrence Inc.

  4 Rolling Way Unit M, Peekskill, NY 10566
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  /48

  $430,000 Open Thu 5PM - 7PM

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft

  204 Mallard Way, Peekskill, NY 10566

  Welcome to 204 Mallard Way a townhouse condo in Peekskill at Greenacres, a 55-unit enclave. Step into this beautifully staged tri-level condo, where every detail has been thoughtfully curated to impress. With western exposure, you’ll enjoy breathtaking sunsets that fill the home with warm, natural light each evening. The open layout flows effortlessly across three levels, offering style, comfort,

  Elisa Bruno-Midili eXp Realty

  204 Mallard Way, Peekskill, NY 10566
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  /36

  $410,000

  • 2 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  1 High Meadow Trail Unit 17A, Peekskill, NY 10566

  END-UNIT TOWNHOUSE in the desirable complex of The Meadows where comfort, style and flexibility come together. Featuring 2 bedrooms, 3 baths, and an open loft area offering endless possibilities and an abundance of natural light. The main level features a tiled entry foyer and newly updated kitchen with pass through window, white cabinets, stainless steel appliances and granite countertops. The

  MariaElaina Cirone Keller Williams Realty Partner

  1 High Meadow Trail Unit 17A, Peekskill, NY 10566
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  /28

  $458,000

  • 2 Beds
  • 2.5 Baths
  • 1,246 Sq Ft

  204 Stoneway Ln Unit 21, Peekskill, NY 10566

  Located in the serene and sought-after Chapel Hill condominium community in Peekskill, this beautifully maintained two-bedroom, 2 1/2 bathroom, home offers comfort and convenience in a prime location. Both full baths have been tastefully renovated, complementing the gleaming hardwood floors that run throughout the residence. Generous closets provide ample storage, while the private patio creates

  Altagracia Grace Patalano BHHS River Towns Real Estate

  204 Stoneway Ln Unit 21, Peekskill, NY 10566
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  /25

  $89,900

  • 1 Bath
  • 550 Sq Ft

  154 Overlook Ave Unit 1A, Peekskill, NY 10566

  Beautifully Updated Studio with abundant natural light and sliding glass doors that open to a private balcony. This desirable end unit offers peace and privacy in a quiet location. Nestled in a sought-after River House community featuring a pool, tennis courts, playground, and scenic walking trails. Conveniently close to shopping and less than 10 minutes to Metro-North for an easy commute to NYC.

  Sandra Smith Howard Hanna Rand Realty

  154 Overlook Ave Unit 1A, Peekskill, NY 10566
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  /38

  $160,000

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  150 Overlook Ave Unit 6T, Peekskill, NY 10566

  Move right in to this beautifully renovated 1-bedroom co-op in the sought-after River House. A full wall of sliding glass doors frames sweeping vistas of the Hudson River, mountains, and tennis courts, filling the home with natural light. Inside, discover stylish laminate flooring and a gourmet kitchen featuring quartz countertops, a ceramic tile floor and backsplash, and stainless steel

  Maria Campanelli BHHS River Towns Real Estate

  150 Overlook Ave Unit 6T, Peekskill, NY 10566
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  /22

  $144,222

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  1879 Crompond Rd Unit F15, Peekskill, NY 10566

  Terrific top-floor unit at The Commons with a beautifully updated kitchen and an abundance of natural light! Enjoy a low-maintenance lifestyle in this scenic community featuring a gazebo, playground, and outdoor pool—perfect for relaxing or entertaining. Step inside to find hardwood floors, two A/C units, two ceiling fans, and a whole-house attic fan for year-round comfort. The renovated kitchen

  Mark Seiden Mark Seiden Real Estate Team

  1879 Crompond Rd Unit F15, Peekskill, NY 10566
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  /41

  $550,000

  • 2 Beds
  • 2.5 Baths
  • 1,350 Sq Ft

  214 Waterside Close Unit 181, Peekskill, NY 10566

  Live the Hudson River Dream in Peekskill, New York. Wake up to panoramic river views and spectacular sunsets in this unique waterfront community. The Metro-North Train station is just a few blocks away making this an ideal location for commuters to White Plains and to New York City. One hour to Grand Central Station. This pet-friendly community offers great amenities, including a clubhouse with a

  Cynthia Weil Howard Hanna Rand Realty

  214 Waterside Close Unit 181, Peekskill, NY 10566
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  /7

  $130,000 Coming Soon

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  1840 Crompond Rd Unit 7B3, Peekskill, NY 10566

  Welcome to Peekskill - Affordable, 1 bedroom - 1 bath co-op at Stonegate! Spacious layout with open concept living room/dining area with crown molding, generous bedroom with a walk-in closet, kitchen with new SS appliances, there is a full updated bathroom, and two additional large closets, additional storage at lower level of building. The Stonegate complex has an outdoor pool, laundry, storage,

  Suzanne Welch Coldwell Banker Realty

  1840 Crompond Rd Unit 7B3, Peekskill, NY 10566
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  /29

  $699,000

  • 4 Beds
  • 3 Baths
  • 2,000 Sq Ft

  616 N Division St, Peekskill, NY 10566

  Exceptional Investment Opportunity – Legal 3-Family Home in Peekskill!Discover this rare gem in the heart of Peekskill—a well-maintained legal 3-family property offering both comfort and convenience. Perfectly situated near Metro north RR, bus lines, supermarkets, banks, and all essential amenities, this home is ideal for investors or multi-generational living.Property

  Maria Araujo Coldwell Banker Realty

  616 N Division St, Peekskill, NY 10566
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  /2

  $349,000

  • 4 Beds
  • 2.5 Baths
  • 19,000 Sq Ft

  410 Dyckman St, Peekskill, NY 10566

  3 bedroom 2 full bath

  Peter Persaud HomeSmart Homes & Estates

  410 Dyckman St, Peekskill, NY 10566
• 

  

  /20

  $549,000

  • 6 Beds
  • 2 Baths
  • 2,255 Sq Ft

  1340 Main St, Peekskill, NY 10566

  Opportunity Knocks! New MONEY MAKER to the market: Legal two-family property - currently rented at a below-market rate via Section 8. Two 3 Bedroom apartments Buy now and start making money tomorrow! Two Separate Heating Systems - Tenants pay all utilities except for water.This property requires updating and is priced accordingly. Street parking only. Great location, only a half a mile

  Cynthia Weil Howard Hanna Rand Realty

  1340 Main St, Peekskill, NY 10566
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  /30

  $510,000

  • 2 Beds
  • 2.5 Baths
  • 1,264 Sq Ft

  223 Viewpoint Terrace, Peekskill, NY 10566

  This Townhome offers seasonal panoramic views of the Hudson River and surrounding mountains, and enjoyment of the rich lifestyle offered by it's location. Peekskill’s desirable Riverbend community provides premium amenities, and the convenience of being a short walk to the Metro-North train station, the extensive Riverfront Green Park, which is ideal for walking and biking, the Peekskill Yacht

  Gregory Rowan Houlihan Lawrence Inc.

  223 Viewpoint Terrace, Peekskill, NY 10566
• 

  

  /24

  $449,900

  • 2 Beds
  • 2.5 Baths
  • 1,290 Sq Ft

  6 Elmwood Cir Unit 286, Peekskill, NY 10566

  Welcome to this stunning townhouse, where contemporary elegance meets comfort in every corner. This beautifully updated 2-bedroom, 2.5-bathroom home offers a perfect blend of style and functionality.Step inside to discover the tasteful updates that abound, featuring gleaming hardwood floors that flow seamlessly throughout and plenty of recessed lighting to brighten every room. The newly

  Anna Priskie Compass Greater NY, LLC

  6 Elmwood Cir Unit 286, Peekskill, NY 10566
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  /17

  $175,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  1840 Crompond Rd Unit 2C2, Peekskill, NY 10566

  Welcome to your serene retreat at the sought-after Stonegate Co-op. Step into homeownership with this beautifully maintained, move-in ready and spacious one-bedroom co-op, offering the perfect blend of comfort, convenience, and lifestyle. Enjoy an open-concept layout featuring an oversized living room, a dining area with door leading to your private balcony overlooking lush lawns, trees and a

  Annemarie Credentino BHHS River Towns Real Estate

  1840 Crompond Rd Unit 2C2, Peekskill, NY 10566
• 

  

  /19

  $269,999

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  5108 Villa at the Woods, Peekskill, NY 10566

  Welcome to Villa at the Woods. Great open concept "2" bedroom unit with laundry in unit and "2" deeded parking spots. This stunning, open-concept unit combines the elegance of historic architecture with the comforts of modern living. The spacious living and dining areas flow seamlessly, creating an inviting atmosphere ideal for both entertaining and everyday living. Expansive windows fill the

  Denise Giordano Coldwell Banker Realty

  5108 Villa at the Woods, Peekskill, NY 10566
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  /32

  $82,000

  • 1 Bath
  • 550 Sq Ft

  150 Overlook Ave Unit 4L, Peekskill, NY 10566

  Welcome Home!This well-maintained studio co-op on the 4th floor is just what you’ve been waiting for. Bright, open, and inviting, the living space features two floor-to-ceiling sliding glass doors that fill the home with natural light and lead to your own private balcony—the perfect spot to relax and unwind.Inside, you'll find brand new stainless steel appliances and an open layout that

  Viticha DeLeon Keller Williams Hudson Valley

  150 Overlook Ave Unit 4L, Peekskill, NY 10566
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  /28

  $410,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  9 Edinburgh Dr Unit 9, Peekskill, NY 10566

  This inviting second-floor condominium seamlessly combines comfort and convenience. Boasting two generously sized bedrooms and two full bathrooms, it offers an ideal living space for those seeking both practicality and relaxation. Key features include a formal dining room, a walk-in closet in the primary bedroom, in-unit laundry, and a private balcony perfect for outdoor

  Marisa Kellard HomeSmart Premier Living Rlty

  9 Edinburgh Dr Unit 9, Peekskill, NY 10566
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  /12

  $299,900

  • Land
  • 0.15 Acre
  • $1,999,333 per Acre

  1756B Lincoln Terrace, Peekskill, NY 10566

  Come to amazing Peekskill and build your own house the way YOU want it! Residential lot with APPROVED plans for 4 bedroom house. Beautiful setting on a nice quiet street in a quiet little corner of the city. Minutes from the heart of town with shopping and restaurants galore. Enjoy walks along the river and all the great performers who play the nearby Paramount Theater. CONVENIENT location about

  George Campolo RE/MAX Classic Realty

  1756B Lincoln Terrace, Peekskill, NY 10566
• 

  

  /22

  $329,999

  • 2 Beds
  • 1 Bath
  • 1,025 Sq Ft

  125 Depew St Unit C, Peekskill, NY 10566

  Nestled in the heart of Peekskill's downtown is this rare and convenient condo complex. Community and culture are the driving force behind this historic city with roots dating back to 1609. This condo is a second floor end unit, spacious in size and comfort. Bright living/dining combo, 2 bedrooms and an updated bathroom and kitchen with laundry closet and door to deck. Complex features; ample

  Bridget Genovese RKM Properties Corp

  125 Depew St Unit C, Peekskill, NY 10566
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  /49

  $3,349,000

  • 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 sq.ft. 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,

  Andrew Rogovic Christie's Int. Real Estate

  1 St Marys Convent, Peekskill, NY 10566
• 

  

  /26

  $150,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  1840 Crompond Rd Unit 5C4, Peekskill, NY 10566

  Welcome to 1840 Crompond Road – a beautifully updated, second-floor, 1-bedroom, 1-bathroom home offering comfort, convenience, and a touch of style. Located in a well-maintained complex, this bright and airy unit features modern finishes, an open-concept layout, and your private balcony – the perfect spot to enjoy morning coffee or unwind at the end of the day.You'll love the renovated

  Amanda Saraceno Keller Williams Realty Group

  1840 Crompond Rd Unit 5C4, Peekskill, NY 10566
• 

  

  /37

  $99,000

  • 1 Bath
  • 550 Sq Ft

  150 Overlook Ave Unit 3K, Peekskill, NY 10566

  This beautifully updated studio offers comfort, style, and convenience in one perfect package. Natural light fills the space through floor-to-ceiling sliding doors that open to your private balcony—an ideal spot to relax and unwind. The windows have custom full length shades as well. The modern kitchen features granite countertops, ample cabinet space for easy organization, and tile flooring. The

  Loretta Krawiec Coldwell Banker Realty

  150 Overlook Ave Unit 3K, Peekskill, NY 10566
• 

  

  /18

  $449,900

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  809 Oakwood Dr, Peekskill, NY 10566

  BACK ON MARKET – NEW PRICE! Welcome to 809 Oakwood Drive — a bright and beautifully updated 2-bedroom home on a quiet, tree-lined street in Peekskill. Ideal for first-time buyers or downsizers, this home offers comfort today and expansion potential for tomorrow.Step inside to a sunny living room with refinished hardwood floors and a cozy wood-burning fireplace. The eat-in kitchen features

  Gary Sanguino Gary Sanguino

  809 Oakwood Dr, Peekskill, NY 10566
• 

  

  /36

  $200,000

  • 2 Beds
  • 1 Bath
  • 1,036 Sq Ft

  1840 Crompond Rd Unit 5C8, Peekskill, NY 10566

  Welcome to the Stonegate Co-op Community in Peekskill, where comfort meets convenience. This top-floor walk up 2-bedroom, 1-bathroom home offers a bright and spacious layout with a sun-filled living/dining area that opens directly to a private balcony—perfect for morning coffee or evening relaxation. The large eat-in kitchen provides ample counter space and cabinetry, along with room for a table,

  Sandra Genaro Keller Williams Realty Partner

  1840 Crompond Rd Unit 5C8, Peekskill, NY 10566

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