Homes for Sale near Park School

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  /34

  $839,999

  $10K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,096 Sq Ft

  97 Morningside Dr, Ossining, NY 10562

  Offered for the first time in over 60 years and a rare opportunity to own a piece of history! This historic mid-nineteenth century farmhouse sits on 1.3 private acres bordering the protected land of Ryder Park, ensuring permanent privacy and an undisturbed natural setting. This four bedroom, one and a half bathroom home has charm and character everywhere you look. Exposed beams, wood flooring,

  

  Alycia Forbes

  Tag Realty & Property Mang

  97 Morningside Dr, Ossining, NY 10562
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  Explore Park School

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  /46

  $1,095,000

  $105K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,867 Sq Ft

  27 Allapartus Cir, Ossining, NY 10562

  This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning

  

  Mary Stetson

  Stetson Real Estate

  27 Allapartus Cir, Ossining, NY 10562
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  /39

  $699,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,286 Sq Ft

  32 Terrace Ave, Ossining, NY 10562

  This charming 3-bedroom, 2-bath home in the Village of Ossining, is a legal 2 family and is currently being used as a single family. Features include a small backyard, a detached 1-car garage, and a convenient location close to shops, transportation, and amenities.

  

  Jason Kerwar

  William Raveis Real Estate

  32 Terrace Ave, Ossining, NY 10562
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  /33

  $575,000

  • 1 Bed
  • 2 Baths
  • 1,568 Sq Ft

  5-03 Brooke Club Dr, Ossining, NY 10562

  Welcome to The Brooke Club, an established residential community offering a wonderful combination of comfort, amenities, and convenience. Beautifully upgraded and thoughtfully maintained, this attached single-family home offers a flexible and distinctive floor plan complemented by a substantial list of meaningful improvements.On the main level, at the heart of the home, is a renovated chef's

  Philip Simonetti Redfin Real Estate

  5-03 Brooke Club Dr, Ossining, NY 10562
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  /29

  $530,000

  $25K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  33 Maurice Ave, Ossining, NY 10562

  Full of warmth, character, and timeless appeal, this charming colonial home offers a wonderful blend of classic details, comfortable living spaces, and an exceptional location in the heart of Ossining. Set on a beautiful property with a spacious yard, this special home provides the perfect backdrop for gardening, entertaining, outdoor play, or simply enjoying a quiet evening

  Amanda Saraceno Keller Williams Realty Group

  33 Maurice Ave, Ossining, NY 10562
• 

  

  /23

  $229,222

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  119 S Highland Ave Unit 5E, Ossining, NY 10562

  Move right into this beautifully updated 2-bedroom unit featuring stylish finishes and modern upgrades throughout. New luxury waterproof vinyl flooring, new interior doors and hardware, and a renovated kitchen and bath create a fresh, contemporary feel. The updated kitchen boasts new cabinetry, butcher block countertops, a subway tile backsplash, and stainless steel appliances, including a

  Mark Seiden Mark Seiden Real Estate Team

  119 S Highland Ave Unit 5E, Ossining, NY 10562
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  /35

  $699,500

  • 4 Beds
  • 2 Baths
  • 1,877 Sq Ft

  9 Somerstown Rd, Ossining, NY 10562

  Welcome to 9 Somerstown Road, nestled in a sought-after Ossining neighborhood with deep local history. This beautifully maintained home has had only two owners in its history, with the recent family here for over fifty years. The spacious layout offers four bedrooms and two full baths: three bedrooms upstairs, plus a fourth in the finished lower level, which doubles as a mother-daughter suite

  Michael Corbin Howard Hanna Rand Realty

  9 Somerstown Rd, Ossining, NY 10562
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  /33

  $375,000

  • 1 Bed
  • 1.5 Baths
  • 1,158 Sq Ft

  3 Davids Ln, Ossining, NY 10562

  Discover an exceptional opportunity within the highly sought-after Liberty Knoll Town Home Community. Whether you are a first-time homebuyer seeking an entry into the Westchester market, a commuter desiring convenience with a walk to the Metro North Train Station or looking to downsize without compromising on quality and community, 3 Davids Lane presents a sophisticated, low-maintenance

  Karen Stroub Corcoran Legends Realty

  3 Davids Ln, Ossining, NY 10562
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  /38

  $1,850,000

  $100K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,096 Sq Ft

  179 River Rd, Briarcliff Manor, NY 10510

  Stately, 4-bedroom Colonial with Hudson River views, ideally set on a level 2/3-acre property with exceptional curb appeal. Located within the desirable walk-to-train Scarborough neighborhood , this home offers a seamless blend of timeless architecture and modern convenience—perfectly suited for today’s Westchester lifestyle.Spanning approximately 3,500 square feet, the residence features

  Betsey Relyea Houlihan Lawrence Inc.

  179 River Rd, Briarcliff Manor, NY 10510
• 

  

  /19

  $639,222

  • 3 Beds
  • 1 Bath
  • 1,525 Sq Ft

  219 Spring St, Ossining, NY 10562

  Welcome to this beautifully maintained vintage Colonial, ideally situated on a desirable corner lot in the heart of the village. Combining classic character with thoughtful updates, this spacious home offers comfortable living both inside and out. The first floor features hardwood floors, high ceilings, a bright eat-in kitchen, dining room, an inviting living room, and laundry off the kitchen.

  Mark Seiden Mark Seiden Real Estate Team

  219 Spring St, Ossining, NY 10562
• 

  

  /23

  $230,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  129 S Highland Ave Unit B3, Ossining, NY 10562

  Welcome to this spacious and sun-filled two bedroom co-op in the beautiful Highland Terrace! Step into a welcoming foyer, currently arranged as a home office but easily adaptable as a dining area or flexible bonus space. The generously sized kitchen offers abundant cabinet storage and stainless-steel appliances. Just beyond, the bright and airy living room features large windows that fill the

  Christopher Felice Howard Hanna Rand Realty

  129 S Highland Ave Unit B3, Ossining, NY 10562
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  /4

  $610,000

  • 3 Beds
  • 2 Baths
  • 2,304 Sq Ft

  92 Linden Ave, Ossining, NY 10562

  GREAT INVESTMENT OPPORTUNITY — TREMENDOUS UPSIDE POTENTIAL!Calling all investors, contractors, and skilled DIYers! This property presents an excellent opportunity to build equity through renovation and improvements. With the right vision and workmanship, there is significant potential to transform this property into a beautiful home or profitable investment.Bring your tools,

  Noor Dunn Coldwell Banker Realty

  92 Linden Ave, Ossining, NY 10562
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  /34

  $550,000

  • 1 Bed
  • 1.5 Baths
  • 1,195 Sq Ft

  42 Hudson Watch Dr, Ossining, NY 10562

  Beautifully renovated one-bedroom townhouse with loft and attached garage in desirable Hudson Watch, tucked away on a cul-de-sac. This sun-filled home features hardwood floors, a stunning stone fireplace in the living room, and an open-concept floor plan perfect for modern living. The updated kitchen boasts white cabinetry, stainless steel appliances, quartz countertops, and recessed lighting,

  Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  42 Hudson Watch Dr, Ossining, NY 10562
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  /24

  $895,000

  • 2 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  33 Mystic Dr, Ossining, NY 10562

  There is something very special about Mystic Pointe, you feel it as soon as you enter through the gates. 33 Mystic Drive is a tri-level, end unit, Biscayne model home in the heart of Mystic, overlooking the Nature Trail. It offers a traditional layout with an eat-in kitchen, living and dining areas with sliding glass doors to one of the decks, a powder room, and access to the two-car garage all

  Gay Marglin Houlihan Lawrence Inc.

  33 Mystic Dr, Ossining, NY 10562
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  /50

  $2,995,000

  • 5 Beds
  • 7 Baths
  • 7,931 Sq Ft

  36 Revolutionary Rd, Briarcliff Manor, NY 10510

  There are homes... and then there are places that feel quietly set apart from the world around them.Tucked behind a gentle approach, on nearly four private acres in the heart of Briarcliff Manor, 36 Revolutionary Road reveals itself slowly, intentionally... like a secret meant only for those who understand what true luxury feels like.This is not just a home. This is a legacy

  Elaine Wasserman Houlihan Lawrence Inc.

  36 Revolutionary Rd, Briarcliff Manor, NY 10510
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  /50

  $1,350,000

  • 5 Beds
  • 3.5 Baths
  • 4,828 Sq Ft

  15 Inningwood Rd, Ossining, NY 10562

  A once-in-a-lifetime opportunity to own Maplehurst Farm, originally known as the Conklin-Chadeayne Farmhouse, an irreplaceable Antique Farmhouse Colonial estate dating back to the 1730s, nestled on five irreplaceable acres in the highly sought-after community of New Castle. Rich in history and timeless character, this extraordinary property preserves many of its original architectural details,

  Annemarie Credentino BHHS River Towns Real Estate

  15 Inningwood Rd, Ossining, NY 10562
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  /48

  $850,000

  $100K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,378 Sq Ft

  61 Underhill Rd, Ossining, NY 10562

  Welcome to 61 Underhill! Expanded in approximately 2008, this spacious home offers far more space than first meets the eye. The substantial rear addition nearly doubled the size of the home, creating a layout that blends the character of the original residence with a newer, expansive living area featuring generous room sizes and an open feel. While the original portion of the home is ready for

  James Schunk Schunk Realty Group

  61 Underhill Rd, Ossining, NY 10562
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  /24

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 2,281 Sq Ft

  58 Quakerbridge Rd, Ossining, NY 10562

  First Time on the Market in Over 35 Years!Welcome to 58 Quakerbridge Road, a spacious 3-bedroom, 2.5-bath home in one of Ossining's most convenient locations. Enjoy an easy commute with the nearby Metro-North station offering direct service to Grand Central, while being just minutes from Teatown Lake Reservation, the Old Croton Aqueduct Trail, parks, shopping, dining, and

  A Joe Mathew Road to Home Real Estate

  58 Quakerbridge Rd, Ossining, NY 10562
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  /35

  $750,000

  $29K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,034 Sq Ft

  15 Marshall Place, Ossining, NY 10562

  Welcome home to a charming two family Dutch Colonial in the Forest Park area of Ossining. Each unit features two bedrooms, full bath, living room, dining room, & kitchen. The first floor unit has access to a full basement with laundry & plenty of storage. The second floor unit also has 2 bedrooms, full bath, living room, dining room & attic space. Hardwood floors, high ceilings & plenty of

  Elizabeth Kamp Kane & Associates

  15 Marshall Place, Ossining, NY 10562
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  /27

  $800,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 3,990 Sq Ft

  81 Glendale Rd, Ossining, NY 10562

  A rare convergence of land, privacy and proximity, 81 Glendale Road consists of 14.36 breathtaking acres in the Teatown area of New Castle, surrounded by some of Westchester County's most treasured protected landscapes. Set back from one of the area's most scenic roads, and nearly hidden from view (even in winter), the 3,990-square-foot residence is in the midst of a remarkable landscape of

  David Valdez Houlihan Lawrence Inc.

  81 Glendale Rd, Ossining, NY 10562
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  /34

  $565,000

  • 2 Beds
  • 2.5 Baths
  • 1,530 Sq Ft

  215 Kemeys Ave Unit 215, Briarcliff Manor, NY 10510

  Make this spacious two-story, townhouse-style condominium your new home with beautiful Hudson River and Palisades views in Briarcliff Manor! This desirable Kemey's Cove condominium offers two bedrooms, two and a half baths, a versatile den, and views of the Hudson River from both levels. The main level opens to a living room and dining area, with a private terrace off the dining area overlooking

  Elizabeth Harlow Compass Greater NY, LLC

  215 Kemeys Ave Unit 215, Briarcliff Manor, NY 10510
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  /17

  $799,999

  • 3 Beds
  • 1.5 Baths
  • 1,867 Sq Ft

  6 Reeback Dr, Ossining, NY 10562

  Set back from the road and perched high on the hill, this move-in-ready 3-bedroom, 2-bath Raised Ranch offers privacy, scenic views, and a spacious 0.46-acre property with a large, level backyard.The bright and inviting main level features an open-concept living and dining area, an eat-in kitchen, and beautifully refinished hardwood floors throughout. Large windows provide abundant

  Brian Doherty Mary Jane Pastor Realty

  6 Reeback Dr, Ossining, NY 10562
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  /27

  $1,079,000

  $21K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,606 Sq Ft

  54 Allapartus Rd, Ossining, NY 10562

  Set on two peaceful acres in the desirable New Castle area, this thoughtfully updated home offers a rare balance of privacy, space, convenience, and flexibility. Positioned on a corner lot and set far back from the road, the property provides a quiet and secluded feel while still being conveniently located approximately 15 minutes from downtown Chappaqua, the Chappaqua Train Station, shopping,

  Derek Greene Greene Realty Group

  54 Allapartus Rd, Ossining, NY 10562
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  /47

  $725,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,110 Sq Ft

  39 Secor Rd, Ossining, NY 10562

  Welcome to 39 Secor Road. Being sold strictly as-is and as a buy one get one with 37 Secor Road ( offered @ $85K CASH ONLY). You cannot pass on this deal. Get this rare investment opportunity for this two bedroom over 1-bedroom multi- family home that offers street parking or with the purchase of municipal parking pass, tenants can park right behind the building in the municipal lot. This home

  Monica Cooper THD Homes LLC

  39 Secor Rd, Ossining, NY 10562
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  /36

  $1,359,000

  • 3 Beds
  • 2.5 Baths
  • 2,798 Sq Ft

  180 Somerstown Rd, Millwood, NY 10546

  Welcome to this spacious and private Millwood home, ideally located in the award-winning Chappaqua School District. This 3-bedroom, 2.5-bath home lives like a 4-bedroom (currently used as a dedicated home office/den). A charming woodland driveway leads to a light-filled home featuring hardwood floors, oversized windows, and beautiful decorative mouldings. The main level offers an eat-in kitchen

  Wendy Nolan Houlihan Lawrence Inc.

  180 Somerstown Rd, Millwood, NY 10546
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  /6

  $2,295,000

  • 4 Beds
  • 3.5 Baths
  • 2,682 Sq Ft

  94 Somerstown Rd, Ossining, NY 10562

  Phase Two at Moradia is now offering a fabulous to-be-built new modern on Lot One. Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is a brand-new community of high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated

  David Turner Compass Greater NY, LLC

  94 Somerstown Rd, Ossining, NY 10562
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  /36

  $599,000

  • 3 Beds
  • 1 Bath
  • 1,510 Sq Ft

  23 Gates Ave, Ossining, NY 10562

  This lovingly maintained, one level home offers the ideal location- so convenient to all and a beautiful level backyard....You will be impressed with the very private outdoor space ready for entertaining and warm weather enjoyment -a country neighborhood feel yet only 10 minutes to Metro North station- a 50 min express commute to Grand Central and 2-3 miles to Rt 9/ Taconic Parkway....A warm and

  Maureen Connolly Coldwell Banker Realty

  23 Gates Ave, Ossining, NY 10562
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  /3

  $150,000

  $30K PRICE DROP

  • Land
  • 13,102 Sq Ft
  • $498,670 per Acre

  0 Chappaqua Rd, Briarcliff Manor, NY 10510

  Build your vision on this vacant residential lot in the desirable Briarcliff Manor area. Offering an excellent opportunity for builders, investors, or buyers seeking to construct a custom home, this parcel provides flexibility and future potential. The property may be purchased individually or together with the adjacent lot for expanded possibilities. Buyers are encouraged to perform their own

  Bryant Moran YourHomeSold Guaranteed Realty

  0 Chappaqua Rd, Briarcliff Manor, NY 10510
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  /3

  $350,000

  • Land
  • 1.51 Acres
  • $231,788 per Acre

  96 Somerstown Rd, Ossining, NY 10562

  Lot three is a beautiful 1.5 acre lot with level building site and part of a newly approved three-lot subdivision. Lots one and two are also available-all are approved for four bedrooms. Roughed in driveway leads up from the road to all three sites. Owner will also build to suit.

  David Turner Compass Greater NY, LLC

  96 Somerstown Rd, Ossining, NY 10562
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  /7

  $124,900

  • 1 Bath
  • 650 Sq Ft

  117 S Highland Ave Unit 4F, Ossining, NY 10562

  Welcome to The Parkview! This large studio at 117 South Highland Avenue lives like a one-bedroom, with a separate room comfortably fitting a full-size bed. The kitchen was fully renovated with stainless steel appliances, custom cabinetry, a large island, and quartz countertops. Oversized windows fill the space with natural light and frame wonderful Hudson River views year-round. The bathroom has

  Benjamin Gonzalez Amo Realty

  117 S Highland Ave Unit 4F, Ossining, NY 10562
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  /42

  $234,500

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  127 S Highland Ave Unit B3, Ossining, NY 10562

  Spacious two bedroom light & airy updated END-unit in heart of town offers easy affordable living in a quiet, pet-friendly community. Common charges include taxes, heat, water, buildings/grounds and pool maintenance, insurance & parking. This low-maintenance one-level unit is located on the first floor. Features include an updated Kitchen with quartz countertops, white cabinetry, natural gas

  Jane Rodman Howard Hanna Rand Realty

  127 S Highland Ave Unit B3, Ossining, NY 10562
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  /22

  $425,000

  • 1 Bed
  • 1.5 Baths
  • 948 Sq Ft

  17 Davids Ln, Ossining, NY 10562

  Welcome to LIBERTY KNOLL. . . This attractive 1 BEDROOM, 1.5 BATHS Tri-level townhouse is ready for its next owner! The Eat-in-Kitchen has ceramic tile flooring, a Frigidaire gas oven/range/microwave & dishwasher. The large Living Room leads to an inviting Deck that overlooks the rear yard. You'll find the Powder Room as well. The upper level showcases a generous size Bedroom that offers a

  Greg Kane Kane & Associates

  17 Davids Ln, Ossining, NY 10562
• 

  

  /50

  $1,750,000

  $150K PRICE DROP

  • 9 Beds
  • 8 Baths
  • 5,337 Sq Ft

  51 Pinesbridge Rd, Ossining, NY 10562

  Step into timeless elegance with this extraordinary mini estate in the heart of New Castle, just 45 minutes from New York City. Originally built in 1935 and thoughtfully reimagined for modern luxury living, this remarkable 3.91-acre property seamlessly blends historic charm with today’s most sought-after amenities.The beautifully renovated 5,337-square-foot Main House features 5 spacious

  Cathy DeBow William Raveis Real Estate

  51 Pinesbridge Rd, Ossining, NY 10562
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  /48

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft

  3 Chappaqua Rd, Briarcliff Manor, NY 10510

  Don’t miss this hidden gem. A charming three bedroom, two full bath cape colonial tucked away behind trees on a fenced, level and private property, which backs on a cul-de-sac as an added bonus. Loads of character and charm and beautifully maintained inside and out. Updated Eat-in-Kitchen. All interior hardwood floors refinished as seen (Sept. 2026). Huge flagstone Patio with gorgeous yard. All 3

  Susan Strawgate Code Houlihan Lawrence Inc.

  3 Chappaqua Rd, Briarcliff Manor, NY 10510
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  /30

  $349,900

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  1 Briarcliff Dr S Unit 4, Ossining, NY 10562

  Set among the mature landscaping and beautifully maintained grounds of Briarcliff Woods, this one-bedroom condo offers a peaceful setting for easy Hudson Valley living. The comfortable one-level layout features a spacious living room centered around a wood-burning fireplace, with sliding glass doors opening to a private balcony — a wonderful extension of the living space for relaxing outdoors. A

  Jean-Charles DeOliveira Scappaticci ERA Insite Realty Services

  1 Briarcliff Dr S Unit 4, Ossining, NY 10562
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  /42

  $1,875,000

  • 4 Beds
  • 4 Baths
  • 3,614 Sq Ft

  156 River Rd, Briarcliff Manor, NY 10510

  Welcome to 156 River Road, a fully renovated, turnkey Colonial in the "River Road" neighborhood of Briarcliff Manor with Breathtaking Hudson River Views.Set on a beautifully manicured acre in this quaint and highly desirable neighborhood, this fully renovated Colonial combines timeless character with modern comfort. From the moment you arrive, the home makes a striking first impression with

  Maureen Verre Houlihan Lawrence Inc.

  156 River Rd, Briarcliff Manor, NY 10510
• 

  

  /50

  $899,000

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  20 Waller Ave, Ossining, NY 10562

  Don't miss this opportunity to own a charming owner occupied only two family home full of character, situated on a beautiful corner lot with a welcoming front porch, great curb appeal, and a detached 2 car garage. This sun filled home features oversized windows, high ceilings, hardwood floors, original wood doors, thick floor moldings, and high hats throughout both units, blending timeless

  Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  20 Waller Ave, Ossining, NY 10562
• 

  

  /34

  $799,000

  $51K PRICE DROP

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

  227 Cedar Ln, Ossining, NY 10562

  A Rare 200-Year-Old Log Cabin Sanctuary with Subdivision/Expansion Potential! Step back in time without sacrificing an ounce of modern comfort in this enchanting, hand-hewn log cabin. Nestled on 6.41 private, lush acres, this original residence offers a rare blend of romantic history, contemporary ease, and incredible future value with a potential buildable lot included. The interior showcases

  Josephine O'Leary Weir Julia B Fee Sothebys Int. Rlty

  227 Cedar Ln, Ossining, NY 10562
• 

  

  /31

  $1,350,000

  $225K PRICE INCREASE

  • 6 Beds
  • 3.5 Baths
  • 4,546 Sq Ft

  28 Hamilton Ave, Ossining, NY 10562

  Built in 1870 and lovingly restored by its current owners, this Queen Anne Victorian at 28 Hamilton Avenue sits in the heart of Historic Ossining.Both yards are planted with apple, cherry, Asian pear, pawpaw, hazelnut, raspberry, blueberry, and strawberry, along with a working vegetable garden — a rare thing to find alongside a home of this character.Approach through a deep front

  Zoya Litinetskaya Compass Greater NY, LLC

  28 Hamilton Ave, Ossining, NY 10562
• 

  

  /50

  $3,100,000

  • 3 Beds
  • 5 Baths
  • 6,091 Sq Ft

  23 Inningwood Rd, Ossining, NY 10562

  No words or photos will justify the Magical beauty of this luxurious home. The woodwork in this custom built home was done by craftsman Mark Pedley, a very talented carpenter/joiner from Vermont who previously worked in Palaces in Jordan. The home is flawless and impeccable with spa like bathrooms, a gourmet kitchen, outdoor grilling area, sauna, steam bath and jacuzzi, with marble, granite and

  Dee Rabady Woodfront Realty, Inc.

  23 Inningwood Rd, Ossining, NY 10562

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