Luxury real estate for rent Pleasantville, United States

Live the dream at Half Moon Bay. Rare riverview unit with one of the largest balconies facing the water. Extraordinary Hudson River resort community, some of the best amenities in Westchester County, easy NYC commute. Lovely townhome with balcony, dining area, living room and 2nd bedroom all facing the river. Cathedral ceiling, primary suite with walk-in closet and private bath, loft/second bedroom/office/den, woodburning fireplace, attached one car garage. Jitney to MetroNorth train station, 46 minutes to Grand Central Terminal in NYC. 2 pools, 2 clubhouses, 2 tennis courts, gym, sauna, riverfront promenade park at either end, marina. Walkable to town, restaurants, shops and train. Sunsets in paradise every night!

THIS UNIQUE BACK COUNTRY GEM IS NESTLED ON A VERY PRIVATE LOVELY PROPERTY WITH SWEEPING VELVETY LAWNS WITH BEAUTIFUL SUNRISE VIEWS PERFECT FOR WEEKEND GETAWAY OR FULL TIME RESIDENCE. THE HOME HAS BEEN COMPLETELY GUT RENOVATED BY THE OWNER/DESIGNER. THIS HOME HAS 3 BEDROOMS, A WELCOMING LIVING ROOM WHICH OPENS TO A CHIC KITCHEN AND ENTERTAINMENT DINING AREA WITH ALL NEW STAINLESS STEEL KITCHEN APPLIANCES. THE PRIMARY BATH HAS DOUBLE SINKS AND A LUXURIOUS SOAKING TUB. LOWER LEVEL FINISHED PLAYROOM/LAUNDRY ROOM CAN BE FITTED AS A POSSIBLE GYM. THE AMAZING SCREENED IN PORCH IS THE PERFECT PLACE TO RELAX AND VIEW THE LOVELY SERENE SURROUNDINGS. CENTRAL A/C. OAK HARDWOOD FLOORS, CABLE READY THROUGHOUT, WINDOW TREATMENTS. SPRINKLER SYSTEM, GENERATOR AND EV CHARGER. Rental Terms: Annual: $8,275 Per Month

Welcome to 5 Paddock Road located in sought after Rye Brook! This newly renovated ranch (2024) features an open floor plan with large windows allowing a generous amount of natural light. Hardwood flooring throughout. The main floor boasts a sunken living room with original stone fireplace, dining room with oversized sliders to deck and private level yard. The kitchen features a large island, quartz countertops and a generous amount of cabinetry, laundry room and powder room. To complete this level you have the primary bedroom with an ensuite bathroom and walk in closet, 2 additional bedrooms and hall bath. The 1100 SF finished basement offers an abundance of space for entertaining, wet bar, home gym or office/study, fireplace plus an additional half bath. Plenty of storage! Landlord responsible for landscaping and monthly alarm maintenance. Tenants responsible for all other utilities, window treatments as needed and must obtain Renters Insurance.

FURNISHED FLEXIBLE TERM RENTAL WITH POOL. This timeless brick Georgian offers privacy, proximity to town, and ease. The home features updated top-of-the-line stainless steel appliances and updated systems. Designed for both relaxed living and effortless entertaining, gracious formal living and dining rooms are complemented by an expansive open kitchen and family room with doors to the greenhouse, flagstone terrace and pool. Additional first-floor spaces include a sitting room, private office, and laundry. The sun-lit primary suite offers a generous spa-like bath and ample closet space. Five additional bedrooms and three full baths complete this level. Fully equipped and turnkey, this is an exceptional opportunity to enjoy turnkey Greenwich living. Available short or long term. Rental Terms: Annual: $10,000 Per Month Other / Short Term - : $25,000

Charming Victorian farmhouse set on the largest parcel in the neighborhood. Huge yard provides extra privacy; great for strolling, gardening, or Relaxing. Resurfaced hardwood floors and other renovations elevate the farm vibe to something more contemporary. A landmark above neighboring Deep Gorge, the bright third floor space has a view, rafter ceilings and can be an office or living space. 5-minutes from downtown Greenwich and a short distance into town. The Historic barn is old world American. House features a Front porch and rear Deck over looking the Massive flat over sized yard that is Completely surrounded by an original Stone wall Barn/Garage on property not for Tenant use. Rental Terms: Annual: $5,200 Per Month

The idyllic, private setting, back from the road among majestic trees, stone walls and rock outcroppings is what makes this property so special. While being very convenient to shops, restaurants, parks and recreation, it feels like a retreat. Recently painted and refreshed throughout including new stainless appliances, the ranch style layout offers ease and flexibility. Specifically, it includes a separate, 2-story in-law apartment and finished walkout lower level. The principal rooms are large and great for entertaining, as is the expansive deck overlooking the 1-acre, lush property. This cherished family home has room for all. Glenville School. To show, call Cate-203-536-8187 or Stephanie Mazzota -203-609-5040. Rental Terms: Annual: $7,500 Per Month

Located just moments from town, this classic turn-of-the-century Victorian in the North Street School district has been meticulously gut-renovated for modern living. The home features a bright, airy open floor plan with gleaming hardwood floors and an abundance of natural light throughout. Functional highlights include a convenient laundry room off the kitchen and a flexible layout offering either 4 bedrooms or 3 bedrooms plus a dedicated office. The third-floor primary suite provides a private retreat (not included in official square footage). Enjoy summer days on the charming sitting porch or cooling off in the above-ground pool. 2-car garage. Rental Terms: Annual: $6,950 Per Month

Experience the ultimate in-town lifestyle with this sophisticated Greenwich colonial, the perfect blend of neighborhood charm and urban convenience. Perfectly positioned just moments from downtown shopping, world-class dining and an effortless commute. Designed for both grand entertaining and effortless daily living, the home features a gourmet chef's kitchen that flows seamlessly into an expansive family room. With 5 spacious bedrooms and versatile bonus spaces--perfect for a private home office, fitness studio, or playroom--this residence effortlessly checks every box. Step outside to your private oasis, featuring a fenced yard and a pristine patio designed to maximize outdoor enjoyment all year round. Available for occupancy mid-July. Rental Terms: Annual: $13,750 Per Month

A charming in-town retreat just steps from Greenwich Avenue, tucked inside a 1930's Art deco gem where history whispers through every curve of the architecture. The condo sits along a lamplight-washed street, giving evenings a warm storybook glow. One assigned garage space plus additional outdoor parking for effortless coming and going. Residents share a sun-splashed common terrace, a cozy club room, and a spectacular rooftop deck where the town unfolds beneath you. A private storage bin waits in the basement, perfect for stowing seasonal treasures. Rental Terms: Annual: $3,650 Per Month

Enjoy summer in the coastal town of Greenwich at this stylish mid-country retreat, tucked away on a quiet cul-de-sac. With abundant natural light, a modern open-concept floor plan, soaring ceilings, and a stunning chef's kitchen that flows seamlessly into expansive living, dining, and outdoor spaces, this home is designed for effortless entertaining and relaxed everyday living. Five spacious bedrooms and four full bathrooms offer comfort, style, and functionality throughout. Ideally located less than a mile from Cos Cob restaurants and just a couple of miles from Greenwich Avenue. Tesla charger in garage for convenient at-home EV charging. Flexible with extension to September 15. Rental Terms: Annual: $19,500 Per Month

Fully Furnished Millbrook Lakefront Rental!!! 4 month minimum Term. Privacy abounds as you enter over the bridge to your in-town private peninsula. This Gorgeous lakefront setting is truly a rare with oversized 1.11 acres in the R-20 Zone. The 5 bed 5 bath Manor Styled home has been recently renovated to include New appliances, new hardwood flooring, landscaping, paint and more. Rental Terms: Annual: $35,000 Per Month

This exceptional stone residence, known as ''The Boulders'', is set atop 1.3 private acres,, seamlessly blending timeless architecture with modern comfort and convenience. Filled with natural light, the residence is defined by graciously scaled rooms, refined architectural detailing, and an effortless flow designed for both elegant entertaining and everyday living. The thoughtfully designed floor plan features a dramatic entry hall, a gourmet kitchen opening to an inviting family room, living, entertaining spaces, and a luxurious primary suite. Outdoor terraces and beautifully landscaped grounds create an idyllic setting for year-round enjoyment. A rare rental opportunity in one of Greenwich's most prestigious enclaves, offering historic character with modern amenities for easy living. Rental Terms: Annual: $30,000 Per Month

In-town living at its best! Incredible luxury apartment, with private rooftop terrace. Natural light bathes this 1,700 sq ft 2 bedroom 2.5 bath unit. Gourmet kitchen. High ceilings. Wide Plank floors. Views of Long Island Sound. Great location. Seconds from shopping, restaurants, Metro North and more. Rental Terms: Annual: $11,000 Per Month

Beautifully updated and move-in ready, this bright 3-bed, 2-bath home offers a prime in-town location moments from shops, parks, and train. Available both short term minimum 3 months. Features include a sun-filled living room, modern kitchen with stainless appliances, spacious bedrooms, and a private backyard perfect for entertaining. Enjoy ease of living close proximity to all Greenwich amenities. A rare opportunity for convenience, comfort, and value in a sought-after neighborhood. Rental Terms: Annual: $16,000 Per Month

Large Renovated 2 Bedroom, 1 Bath apartment close to town and train in Rye. Apartment has been renovated including new windows,, New kitchen including cabinets, quartz counters, floor and appliances, wood floors refinished, window treatments, washer/dryer, central air conditioning, Nest control for heat & a/c. Unit comes with two off street parking spaces. Tenant only pay gas & electric,Wifi. LeaseTerm: 12 Months or more. Bathroom currently being enlarged and renovated.

Landlord will be responsible for boiler and air conditioning units, gutter cleaning, snow removal, gardening services, including lawn mowing. Any service calls or repairs up to $250 related to broken equipment or appliances, plumbing or electrical work, or other maintenance issues during tenancy with be the tenant's responsibility.

WONDERFUL, UNUSUALLY LARGE UNIT, FRESHLY PAINTED, WITH HARDWOOD FLOORS IN SPOTLESS CONDITION. THIS SIDE-BE-SIDE TRIPLEX OFFERS A LARGE LIVING ROOM WITH FIREPLACE, GOURMET EAT-IN KITCHEN, FOUR BEDROOMS, THREE FULL AND ONE HALF BATH WITH A FAMILY ROOM IN THE LOWER LEVEL AND A PRIVATE TERRACE. THERE IS BOTH GARAGE AS WELL AS OFF STREET PARKING. Rental Terms: Annual: $7,400 Per Month

BEAUTIFULLY CRAFTED NEWER CONSTRUCTION COLONIAL NESTLED ON A QUIET CUL-DE-SAC IN ONE OF NORWOOD'S MOST DESIRABLE NEIGHBORHOODS. THIS ELEGANT 4 BED, 3 FULL BATH 1 POWDER RM RESIDENCE OFFERS THE PERFECT BLEND OF MODERN COMFORT AND FUNCTIONAL LIVING W 2 CAR GARAGE. OFFERING APPROX 2,500 SQ FT OF LIVING SPACE, THIS HOME FEATURES AN OPEN-CONCEPT LAYOUT DESIGNED FOR BOTH EVERYDAY LIVING & ENTERTAINING. THE SUN-FILLED MAIN LEVEL BOASTS GLEAMING HARDWOOD FLOORS,OVERSIZED WINDOWS, AND A WARM GAS FIREPLACE THAT CREATES AN INVITING FOCAL POINT IN THE SPACIOUS LIVING AREA.THE GOURMENT KITCHEN IS THOUGHFULLY DESIGNED WITH QUARTZ COUNTERTOPS,CENTER ISLAND SEATING,STAINLESS STEEL APPLIANCES, ABUNDANT CABINETRY-FLOWING SEAMLESSLY INTO THE DINING AND LIVING SPACES.UPSTAIRS,THE PRIMARY SUITE OFFERS A PEACEFUL RETREAT W GENEROUS CLOSET SPACE AND A SPA-INSPIRED BATH,WHILE ADDITIONAL BEDROOMS PROVIDE FLEXIBILITY FOR FAMILY,GUESTS,OR HOME OFFICE.THE FULLY FINISHED LOWER LEVEL ADDS MORE VERSATILITY W ADDITIONAL LIVING SPACE,A BEDRM,A FULL BATH-PERFECT FOR EXTENDED FAMILY,RECREATION,OR PRIVATE GUEST QUARTERS.STEP OUTSIDE TO ENJOY A CHARMING FRONT YARD & A PRIVATE BACKYARD IDEAL FOR RELAXING,GARDENING,OR OUTDOOR GATHERING.COMPLETE WITH AN ATTACHED 2-CAR GARAGE AND LOCATED IN NORWOOD'S EXCELLENT SCHOOL DISTRCT.EXCEPTIONAL CONVENIENCE WITH CLOSE PROXIMITY TO PARKS,SHOPPING,DINING, AND EASY ACCESS TO NYC PUBLIC TRANSPORTATION.A RARE OPPORTUNITY TO GREAT HOME IN BERGEN COUNTY'S NORTHERN VALLEY COMMUNITY.

THIS HANDSOME WHITEWASHED BRICK AND SHINGLE COLONIAL IS BEAUTIFULLY SITED ON A LEVEL, ONE ACRE PARK-LIKE CUL-DE-SAC SETTING. BOASTING A TRADITIONAL LAYOUT WITH FRONT TO BACK RECEPTION HALL, LIVING ROOM AND FAMILY ROOM WITH FIREPLACES, AN UPDATED GOURMET KITCHEN WITH ISLAND, FORMAL DINING ROOM AND STUDY. THE FAMILY ROOM OPENS TO FLAGSTONE TERRACE THROUGH THE FRENCH DOORS. ENJOY FLAT YARD WITH SWEEPING LAWNS AND MATURE TREES. BRIGHT PRIMARY BEDROOM SUITE WITH UPDATED PRIMARY BATHROOM. 3 ADDITIONAL BEDROOMS AND 2 BATHS ON SECOND FLOOR. 2 CAR ATTACHED GARAGE. THE TENANT PAYS FOR THE GROUNDS AND THE LANDLORD WIL PAY FOR THE SPRING AND FALL CLEAN UP. Rental Terms: Annual: $15,000 Per Month

WATER WATER WATER, mesmerizing panoramic views across historic harbor. DIRECT waterfront property. End of cul de sac. High ceilings, nice moldings, beautiful floors, updated kitchen with fabulous countertops, state-of-line appliances & updated baths. Spacious rooms. Wonderful front & back verandas with 2 awnings. Big backyard for entertaining & warm weather pleasures. Kayaks, canoes, paddleboards, fishing or a small boat. Square footage does not include 905+/- on third floor. Close to train, schools, and shops. ''You will never want to leave home!'' FUN FUN FUN Rental Terms: Annual: $25,000 Per Month

Charming home in the coveted Dundee school district convenient to schools, restaurants and shopping. An updated country kitchen with huge island is a great place for entertaining. While the flexible floor plan has a first floor guest or aupair suite, spacious second floor primary and wonderful lower level media and exercise rooms. Enjoy the private backyard with terrace and safety of a quiet cul-de-sac. Offered furnished or unfurnished. Weekly maid service available. 24 hr notice for showings if possible. (King bed and dresser in primary suite excluded if leased furnished). Flexible term 9 mo - 1 year. Perfect for buyers needing more time to look! Rental Terms: Annual: $13,000 Per Month

Overlooking a picturesque golf course, this beautifully updated three-level townhouse offers a rare blend of space, light, and privacy in a prime Stamford location. The home is filled with natural light and features a clean, modern aesthetic with new flooring, fresh paint, and thoughtfully curated updates throughout. The main level is designed for both everyday living and entertaining, with a seamless flow between the living and dining areas and a recently renovated kitchen with stainless steel appliances. A private back deck provides a quiet outdoor retreat. Upstairs, two generously sized bedrooms offer a comfortable and serene escape, complemented by a well-appointed full bath. The fully finished lower level adds exceptional versatility, ideal as a recreation room, home office, or guest space, and includes a second full bath. Additional features include in-unit laundry, two assigned parking spaces, and ample guest parking, all within a well-maintained and peaceful community setting. Ideally located near the Greenwich border, moments from downtown Stamford, Metro-North, Old Greenwich and Scalzi Park, this home offers both convenience and a sense of retreat. Available for one-year or longer-term lease. Rental Terms: Annual: $4,300 Per Month

Welcome to 44 Barmore Drive West - a beautifully renovated home from top to bottom, inside and out. Move right in and enjoy fresh interior and exterior paint, refinished bedroom floors, stylish new light fixtures, professional landscaping, new fencing, and four brand-new A/C units for hot summers. Sunlight pours through the oversized picture window, filling the inviting living room with warmth and natural light. The spacious eat-in kitchen offers abundant cabinetry, a pantry, gas cooking, and stainless steel appliances - perfect for everyday living and entertaining alike. Gather around the stunning stone fireplace in the cozy family room on chilly evenings, or take advantage of the additional flexible space ideal for a home office, playroom, gym, or guest area. A one-car attached garage with laundry adds everyday convenience. Ideally located in one of Stamford's most convenient neighborhoods, you'll be just minutes from schools, libraries, shopping, restaurants, and major highways. This turnkey home combines comfort, style, and location - all that's missing is you!

Built in 2012 and ideally located in the heart of Old Greenwich, this beautifully designed home offers modern comfort across approximately 4,750 sq. ft. on three finished levels. Featuring 5 bedrooms and 4 full baths, the home includes bright, open living spaces ideal for everyday living and entertaining. Thoughtfully built with enhanced insulation and double-wall construction for added sound reduction and privacy. The finished lower level offers a spacious TV/media room, gym area, and ample storage, while the two-car garage adds practicality. Close to Old Greenwich village, train, parks, restaurants, and shops, and located in the sought-after ISD Elementary and Eastern Middle School districts. Rental Terms: Annual: $13,000 Per Month

Sunlit 4-bedroom, 2-bathroom home nestled on a serene street in the Dundee district and conveniently located near the train station, Binney Park, Perrot Library, and OG village. The spacious living and dining areas are flooded with natural light from oversized windows, with dining room sliders leading to a private flagstone patio. The kitchen, equipped with new stainless steel appliances, granite counters, and a breakfast bar, flows seamlessly into the family room. Upstairs, discover a primary bedroom with a walk-in closet and two additional bedrooms. The lower level provides an additional 300 square feet. Rental Terms: Annual: $7,950 Per Month