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Southfields, NY Homes for Sale with Pool

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  • /48

    $1,420,000

    $1M PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 5,450 Sq Ft

    395 Sarah Wells Trail, Goshen, NY 10924

    Welcome to Twin Oaks – A Masterfully Restored Hudson Valley Estate.Nestled along one of the most scenic and desirable roads in the Hudson Valley, Twin Oaks is a truly exceptional residence, offering a rare blend of historic grandeur and modern refinement. Set on a tranquil, park-like 8.2-acre estate at the edge of the charming Village of Goshen, this stately French Second Empire Late

    Agent Photo

    Joseph Paoli

    Howard Hanna Rand Realty

    395 Sarah Wells Trail, Goshen, NY 10924
  • /32

    $1,700,000

    $188K PRICE DROP
    • 5 Beds
    • 9 Baths
    • 7,794 Sq Ft

    3 Bristol Dr, Middletown, NY 10941

    PRICE REDUCTION FOR FASTER SALE...OWNER RELOCATING.....HURRY UP....WILL NOT LAST.............................Welcome to 3 Bristol Road, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 Sqft of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment.Built in 2002, this 6-bedroom, 8.55-bathroom residence features

    Agent Photo

    Mohamed Elgoarany

    All American Realty Management

    3 Bristol Dr, Middletown, NY 10941
  • /22

    $389,000

    • 4 Beds
    • 2 Baths
    • 1,488 Sq Ft

    18 Mohin Park, New Hampton, NY 10958

    Country living meets today's life style in this farm-like, partially renovated home featuring new kitchen in 2013, newer wide-plank wood floors, newer windows throughout, new boiler 2025, and new hot water heater 2025! Spread out nice and big in this sprawling ranch with large, spacious rooms and lots of character and light streaming through. A good clean-up, a little love and paint job will do

    Layla Rose Boyles Century 21 Realty Center

    18 Mohin Park, New Hampton, NY 10958
  • /50

    $370,000

    • 3 Beds
    • 2.5 Baths
    • 1,331 Sq Ft

    3815 Whispering Hills Dr, Chester, NY 10918

    Discover your new haven at this charming 3-bedroom, 2.5-bathroom condo nestled in the vibrant community of Chester, NY. Perfect for those looking to infuse a home with their personal style, this residence offers fantastic potential to make it your own. Let your imagination take the reins and make this spacious house into your dream home! The condo is thoughtfully designed with ample room for rest

    David Kraus MK Realty Inc

    3815 Whispering Hills Dr, Chester, NY 10918
  • /33

    $999,000

    • 5 Beds
    • 2 Baths
    • 3,012 Sq Ft

    324 Sarah Wells Trail, Goshen, NY 10924

    Step into history with this rare opportunity on Goshen's prestigious Sarah Wells Trail. This property blends historic charm with endless potential. Featuring multiple classic farm structures including a gorgeous old barn & chicken coop along with other outbuildings. The estate is ideal for buyers looking to restore and modernize. The property offers space for horses, smaller livestock and the

    Patricia Caplicki Keller Williams Realty

    324 Sarah Wells Trail, Goshen, NY 10924
  • /50

    $799,900

    • 4 Beds
    • 3 Baths
    • 2,904 Sq Ft

    6 Cara Ct, Goshen, NY 10924

    Lovingly maintained colonial sits back from the quiet executive cul de sac. Beautiful paver walk way leads you to the full front porch with gazebo of this classic center hall colonial with convenient updates and touches. Formal living and dining room both have bay windows. Large family room with gas fireplace is open to the updated kitchen with 5 burner gas stove, Bosch dishwasher, and stainless

    Kimberly Corkum Keller Williams Realty

    6 Cara Ct, Goshen, NY 10924
  • /36

    $1,300,000

    $302K PRICE INCREASE
    • 5 Beds
    • 5 Baths
    • 3,130 Sq Ft

    30 Werner Ave Unit MAIN HOUSE, Florida, NY 10921

    This is the ULTIMATE OPPORTUNITY to own an INCOME PRODUCING PROPERTY and live in a LUXURIOUS HOME with an open, flowing floor plan with plenty of private living spaces for multigenerational living, flexible entertaining or home office spaces with the added BONUS of a legal 1 bedroom cottage which currently rents for $1700.00 a month to cover your taxes on this GRAND ESTATE.The 1st floor of the

    Patricia Brady Keller Williams Realty

    30 Werner Ave Unit MAIN HOUSE, Florida, NY 10921
  • /36

    $485,000

    • 3 Beds
    • 2.5 Baths
    • 2,084 Sq Ft

    1 High Ridge Ln, Middletown, NY 10940

    Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’slifestyle. Step inside to find a bright and inviting layout featuring spacious bedrooms each with generous closet

    Jason Madison eXp Realty

    1 High Ridge Ln, Middletown, NY 10940
  • /50

    $1,145,000

    $50K PRICE DROP
    • 9 Beds
    • 6.5 Baths
    • 4,965 Sq Ft

    19 High St, Chester, NY 10918

    Own a true piece of history with the iconic Hambletonian House, a one-of-a-kind Victorian estate built in the 19th century by William Rysdyk, original owner of Hambletonian 10—the legendary sire that shaped nearly all modern Standardbred racehorses. Perfectly positioned on nearly three private acres atop a knoll in the heart of Chester, New York, this meticulously maintained property offers a

    Beth Palma Keller Williams Realty

    19 High St, Chester, NY 10918
  • /45

    $999,999

    • 3 Beds
    • 3 Baths
    • 2,760 Sq Ft

    954 Ridgebury Rd, New Hampton, NY 10958

    Welcome to your own private mini estate, beautifully set on 44 rolling acres in the Minisink Valley School District. This custom-built colonial offers an incredible combination of privacy, space, comfort, and lifestyle amenities, making it a standout property for those who love to entertain, relax, explore, garden, hunt, hobby farm, or simply enjoy the beauty of nature. From the moment you enter,

    Vikki Garby BHG Real Estate Green Team

    954 Ridgebury Rd, New Hampton, NY 10958
  • /40

    $449,999

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,055 Sq Ft

    12 Weather Vane Way, Middletown, NY 10940

    Nestled in the Rolling Meadows residential community in the Middletown School District, this 3-bedroom, 2.5-bathroom raised ranch bilevel home seamlessly blends absolute convenience with comfortable community living. The location is truly key, positioned just off East Main Street for incredibly quick access to major highways like Interstate 84 and Route 17, placing you less than 10 minutes from

    Ray Reyes Keller Williams Realty

    12 Weather Vane Way, Middletown, NY 10940
  • /50

    $4,499,000

    $1K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 3,762 Sq Ft

    349 Sarah Wells Trail, Goshen, NY 10924

    The nicest Equine Boarding Facility in Orange County could be yours; located on 103+ Acres with ample privacy, multiple residential houses, 3 separate Garages, a 100' By 200' Indoor Steel Equestrian Riding Arena and 30-Stall Double-Breezeway Horse Barn. The State of the art Horse Barn features a heated riders lounge, tack room and full hayloft. Horse owners know what a flex 14' by 14' horse

    Deb Cor Exclusively Equine Prop LLC

    349 Sarah Wells Trail, Goshen, NY 10924
  • /47

    $665,000

    • 3 Beds
    • 2 Baths
    • 1,984 Sq Ft

    233 Hill Rd, Goshen, NY 10924

    Welcome to your private country retreat on 2 beautifully level acres in the heart of Goshen. Offering the perfect balance of peaceful privacy and everyday convenience, this spacious home is designed for comfortable living and effortless entertaining.The heart of the home is a stunning open-concept chef's kitchen featuring rich cherry wood cabinetry, granite countertops, a butcher block

    Kevin Grier KW Hudson Valley United

    233 Hill Rd, Goshen, NY 10924
  • /46

    $845,000

    • 4 Beds
    • 2.5 Baths
    • 2,392 Sq Ft

    77 Houston Rd, Goshen, NY 10924

    Nestled amid the rolling landscapes of Goshen, New York, 77 Houston Road offers a graceful blend of modern elegance and serene country living. This beautifully appointed colonial home sits proudly on a pristine 4.3 acre lot of manicured lawn. Its classic front porch welcoming you with timeless charm and tranquil views. Step inside to discover an open-concept living space featuring a spacious

    Rafael Luciano Luciano Rios Property Grp, Inc

    77 Houston Rd, Goshen, NY 10924
  • /22

    $570,000

    $5K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,968 Sq Ft

    2 Sycamore Ln, Goshen, NY 10924

    Charming Split-Level fenced in property located in the highly sought-after Chester School District in Goshen, New York. Don't miss the opportunity to preview this beautiful home featuring an open and inviting floor plan designed for comfortable everyday living and entertaining. Step outside to a spacious rear yard complete with an above-ground pool and gazebo, creating the perfect setting for

    Jeanette Santory Howard Hanna Rand Realty

    2 Sycamore Ln, Goshen, NY 10924
  • /50

    $5,500,000

    $1K PRICE INCREASE
    • 3 Beds
    • 3.5 Baths
    • 2,929 Sq Ft

    165 Hasbrouck Rd, Goshen, NY 10924

    This 88-acre Hudson Valley equestrian estate, privately nestled down a long drive in an area of fine homes, offers a magnificent retreat featuring two unique residences and premier horse facilities. Meticulously crafted to balance luxury with functionality, the property was designed to provide ultimate comfort for both horse and human. The estate’s rustic stone and wood main house, set amidst

    Michelle Genatempo Howard Hanna Rand Realty

    165 Hasbrouck Rd, Goshen, NY 10924
  • /48

    $186,200

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft

    197 Wheeler Rd Unit 91, Florida, NY 10921

    ***Limited-Time Summer Starts Here Incentive available for buyers in contract by June 15. $15,000 off the purchase price, plus no site licensing fee for 12 months. See sales team for details.*** Mountain Cottages at Serenity Ridge Mountain Club may not be used as a primary residence and are intended only as second homes within a seasonal resort community. Serenity Ridge Mountain Club is Your Home

    Vanessa Wight BHG Real Estate Green Team

    197 Wheeler Rd Unit 91, Florida, NY 10921
  • /26

    $479,900

    • 2 Beds
    • 2.5 Baths
    • 1,762 Sq Ft

    15 High Ridge Ln, Middletown, NY 10940

    Welcome to this impeccably maintained center-unit townhouse in the desirable Fairways at Wallkill, a gated community known for its convenience and low-maintenance lifestyle. This two-bedroom, two-full bath and one-half bath home offers a clean, modern interior with nothing to update. The main level features an open layout with gleaming hardwood floors, neutral tones, and abundant natural light

    Patricia Sassi RE/MAX Benchmark Realty Group

    15 High Ridge Ln, Middletown, NY 10940
  • /46

    $975,000

    • 6 Beds
    • 4 Baths
    • 3,957 Sq Ft

    48 South St, Goshen, NY 10924

    Luxury Historic Estate in the Heart of Goshen Village. A rare opportunity awaits in the highly desirable and historic Village of Goshen, New York. Built circa 1811, this distinguished estate-like residence offers the timeless character of an early 19th-century home with the space, comfort, and amenities desired for modern living. Set on an exceptionally private and level 1.7-acre lot, this

    Carmela Lopez Borrazas Serhant LLC

    48 South St, Goshen, NY 10924
  • /38

    $183,445

    $14K PRICE INCREASE
    • 1 Bed
    • 1.5 Baths
    • 400 Sq Ft

    197 Wheeler Rd Unit 90, Florida, NY 10921

    ***Limited-Time Summer Starts Here Incentive available for buyers in contract by June 15. $10,000 off the purchase price, plus no site licensing fee for 12 months. See sales team for details.*** Mountain Cottages at Serenity Ridge Mountain Club may not be used as a primary residence and are intended only as second homes within a seasonal resort community. Serenity Ridge Mountain Club is Your Home

    Vanessa Wight BHG Real Estate Green Team

    197 Wheeler Rd Unit 90, Florida, NY 10921
  • /24

    $329,610

    $11K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 800 Sq Ft

    197 Wheeler Rd Unit 92 and 93, Florida, NY 10921

    ***Limited-Time Summer Starts Here Incentive available for buyers in contract by June 15. $10,000 off the purchase price, plus no site licensing fee for 12 months. See sales team for details.*** Mountain Cottages at Serenity Ridge Mountain Club may not be used as a primary residence and are intended only as second homes within a seasonal resort community. Serenity Ridge Mountain Club is Your Home

    Vanessa Wight BHG Real Estate Green Team

    197 Wheeler Rd Unit 92 and 93, Florida, NY 10921
  • /39

    $365,000

    • 3 Beds
    • 2.5 Baths
    • 1,331 Sq Ft

    2703 Whispering Hills, Chester, NY 10918

    Welcome to 2703 Whispering Hills in Chester, NY — a beautifully updated home that stands out from the rest. This well-maintained unit features numerous recent improvements, including new windows, a new garage door, and a new hot water heater, providing peace of mind for years to come. The central air conditioning system is approximately five years old and keeps the home comfortable throughout the

    Rebecca Matta-Candela Keller Williams Realty

    2703 Whispering Hills, Chester, NY 10918
  • /40

    $500,000

    • 4 Beds
    • 2 Baths
    • 1,730 Sq Ft

    37 Surrey Rd, Chester, NY 10918

    Looking for a 4-bed home in Chester, NY with a pool, major system updates, generous outdoor living space, and convenient access to schools, parks, shopping, and commuter routes? Welcome to 37 Surrey Road, a beautifully maintained raised ranch offering 4 bedrooms, 2 full bathrooms, approximately 1,730 square feet of living space, and a backyard designed for entertaining and relaxation. Set on a

    Lady Castro eXp Realty

    37 Surrey Rd, Chester, NY 10918
  • /36

    $2,250,000

    $70K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 4,256 Sq Ft

    32 Old Chester Rd, Goshen, NY 10924

    Rare Treasure! Incomparable, private, extraordinary, 46+ acre mini estate. 14 room, 6 bedroom, 3 bath colonial with panoramic vistas, 2 stocked ponds, 5 stall barn with water and electric, guest cottage with a professional kitchen, paddocks, run in sheds, wine cellar, in ground salt water pool & cabana with lav., basketball & pickleball, trails, fields, nature, trees, wildlife and much more. Just

    Marion Bruhns Howard Hanna Rand Realty

    32 Old Chester Rd, Goshen, NY 10924
  • /50

    $1,200,000

    • 3 Beds
    • 3.5 Baths
    • 5,069 Sq Ft

    3 Andrea Ct, Goshen, NY 10924

    Nestled in one of Goshen's most sought after cul de sacs, this extraordinary custom contemporary estate offers a rare combination of luxury, privacy, and resort-style living. Set on 2.1 beautifully manicured acres of fully usable, park like grounds, every inch of this remarkable property has been thoughtfully designed to deliver an exceptional lifestyle.A stately entrance framed by dual brick

    Frank Muccari Cronin & Company Real Estate

    3 Andrea Ct, Goshen, NY 10924
  • /50

    $1,260,000

    • 4 Beds
    • 3 Baths
    • 3,891 Sq Ft

    24 Northgate, Goshen, NY 10924

    5.1 ACRES IN NORTHGATE | GOSHEN'S PREMIER CUSTOM ESTATE COMMUNITY | TWO-STORY GREAT ROOM | MOVE-IN READY === WHAT SETS THIS HOME APART === 5.1 ACRES IN NORTHGATE: One of the larger lots in Northgate—Goshen's premier cul-de-sac community of customized luxury homes, neighbors are owners of substantial estates. Mature trees line the front of the property, providing notably more privacy than most

    Hai Li KW Hudson Valley United

    24 Northgate, Goshen, NY 10924
  • /4

    $470,000

    • 3 Beds
    • 2.5 Baths
    • 1,723 Sq Ft

    22 Atwood Dr, Middletown, NY 10940

    Coming Soon! Beautiful 3 BR, 2.5 baths.

    Kelly Roebuck Curasi Realty, Inc.

    22 Atwood Dr, Middletown, NY 10940
  • /49

    $995,000

    • 3 Beds
    • 4 Baths
    • 3,188 Sq Ft

    736 State Route 94 N, Warwick, NY 10990

    Welcome to your ultimate private oasis in the Town of Warwick! Set on a sprawling 15.5-acre estate complete with a tranquil pond and stream, this stunning, expansive Mid-Century Modern Ranch offers nearly 3,200 square feet and more of luxurious living space. Boasting 3 spacious bedrooms, 4 full bathrooms, this home is thoughtfully designed for both grand entertaining and everyday comfort. Step

    Jason McGovern KW Hudson Valley United

    736 State Route 94 N, Warwick, NY 10990
  • /47

    $179,565

    $10K PRICE INCREASE
    • 2 Beds
    • 1 Bath
    • 400 Sq Ft

    197 Wheeler Rd Unit 101, Florida, NY 10921

    ***Limited-Time Summer Starts Here Incentive available for buyers in contract by June 15. $15,000 off the purchase price, plus no site licensing fee for 12 months. See sales team for details.*** Mountain Cottages at Serenity Ridge Mountain Club may not be used as a primary residence and are intended only as second homes within a seasonal resort community. Serenity Ridge Mountain Club is Your Home

    Vanessa Wight BHG Real Estate Green Team

    197 Wheeler Rd Unit 101, Florida, NY 10921
  • /40

    $575,000

    • 3 Beds
    • 3.5 Baths
    • 3,003 Sq Ft

    48 High Ridge Ln, Middletown, NY 10940

    Over 3000 Sq ft of living Space including the finished walk out basement! Beautiful in every way and located in the the gated community of the Fairways. Adjacent to the West Hills Golf Course. and just minutes away from the newly Garnett Regional Medical Center,I-84, Rte.17,the metro-north train station, schools, shopping malls and supermarkets. This tri-level end unit is in a very desirable area

    Richard Froehlich RE/MAX Benchmark Realty Group

    48 High Ridge Ln, Middletown, NY 10940
  • /29

    $685,000

    $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,718 Sq Ft

    26 Bridle Ln, Chester, NY 10918

    From the moment you arrive, it's clear this is a home whose character and setting are best experienced firsthand. The bright, open-concept living area features vaulted ceilings and abundant natural light, creating an inviting space for everyday living and entertaining. A beautiful den with two walls of windows and a gas fireplace overlooks the pool and surrounding landscape. The thoughtfully

    David White Owner Entry.com

    26 Bridle Ln, Chester, NY 10918
  • /50

    $898,000

    • 4 Beds
    • 2.5 Baths
    • 2,506 Sq Ft

    14 Robalene Dr, Goshen, NY 10924

    No need to look further - your dream home is here. This colonial is loaded with $400K+ in upgrades and move-in ready with high-end features already done. Gorgeous 6 bed/4bath home offering true resort-style living. Stunning gourmet kitchen with granite countertops, stainless steel appliances, hardwood floors, and cozy fireplace. Main level features formal dining and a versatile flex room ideal as

    Avrahom Lewinson Keller Williams Realty

    14 Robalene Dr, Goshen, NY 10924
  • /23

    $490,000

    • 3 Beds
    • 2.5 Baths
    • 2,191 Sq Ft

    19 Magnolia Park Rd, Middletown, NY 10940

    BACK ON MARKET: Welcome to this beautifully maintained newer-construction home in the sought-after Magnolia Park section of the Maple Fields community in Middletown. Built in 2019–2020, this spacious residence offers approximately 2,100 square feet of modern living with an open-concept layout designed for today’s lifestyle. The main level features a bright and airy living space, a stylish kitchen

    Daniel Amodeo AMO Realty

    19 Magnolia Park Rd, Middletown, NY 10940
  • /38

    $579,999

    • 4 Beds
    • 1.5 Baths
    • 1,932 Sq Ft

    3 Elmwood Dr, Goshen, NY 10924

    MOVE-IN READY BI-LEVEL AVAILABLE IN GOSHEN/CHESTER AREA! If you're searching for an exceptional home in the desirable Goshen/Chester area with low property taxes, this beautifully updated bi-level is a must-see. Renovated in 2022 and offering nearly 2,000 square feet of meticulously maintained living space, this home combines modern style with everyday comfort. Step inside to discover beautifully

    Vincent McAteer Terrie OConnor

    3 Elmwood Dr, Goshen, NY 10924
  • /50

    $489,000

    • 5 Beds
    • 2 Baths
    • 1,556 Sq Ft

    24 Dennis Dr, New Hampton, NY 10958

    This Big! Bright! and Beautiful! 5 BR, 2 Bath home is sun filled and open with lots of windows! Vaulted ceilings in LR and DR! Large Family room has brick fireplace with woodburning insert! HW floors! Interior just painted! Door from DR leads to 20 X 17 Screened porch! Generator stays! Many updates! Newly installed water softening system and 2 whole house water filters stay! Vacation every day in

    Linda Clark Hudson Valley Griffith

    24 Dennis Dr, New Hampton, NY 10958
  • /38

    $525,000

    Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,704 Sq Ft

    11 Fleetwood Dr, Goshen, NY 10924

    Welcome to 11 Fleetwood Drive, a move-in ready split-level home offering the perfect combination of indoor comfort and outdoor enjoyment in the heart of Goshen NY. Situated on a generous lot, this 3-bedroom home offers an inviting living space designed for today's lifestyle. The main level features a den/office with bright, comfortable living areas that flow seamlessly into the kitchen and dining

    Stephen Zondorak Astor Lane Realty

    11 Fleetwood Dr, Goshen, NY 10924
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