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    • What a wonderful opportunity to enjoy Westport in a prime Gold Coast location ! Family room with fireplace is the hub of the 3 bedroom guest wing with 3 baths. Upper sun-filled living room with fireplace leads to a large balcony for lounging and dining. Dining room is oversized and sun-filled. Eat-in kitchen with counter/desk area, storage and 1/2 bath offer a wonderful flow for an easy lifestyle. Private primary suite has two large walk-in closets, large full bath and wonderful balcony for morning coffee. This contemporary residence is complete with indoor pool and outside tennis court. Patios for BBQing and relaxing.Exceptional mature plantings everywhere. Walk this property's private small beach and enjoy the incredible sound views. Please note included with this lease the landlord pays for the $2, 000/mth landscaping fee. Please note: Square footage is 5, 185 including the indoor swimming pool room. Your own private resort just minutes to shopping and town. Photos with furniture from prior tenant. 40
      67 Beachside Avenue Westport, Connecticut 06880
      $50,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3764.00:# SqFt
      Single Family For Rent ML# 170571784
      What a wonderful opportunity to enjoy Westport in a prime Gold Coast location ! Family room with fireplace is the hub of the 3 bedroom guest wing with 3 baths. Upper sun-filled living room with fireplace leads to a large balcony for lounging and dining. Dining room is oversized and sun-filled. Eat-in kitchen with counter/desk area, storage and 1/2 bath offer a wonderful flow for an easy lifestyle. Private primary suite has two large walk-in closets, large full bath and wonderful balcony for morning coffee. This contemporary residence is complete with indoor pool and outside tennis court. Patios for BBQing and relaxing.Exceptional mature plantings everywhere. Walk this property's private small beach and enjoy the incredible sound views. Please note included with this lease the landlord pays for the $2, 000/mth landscaping fee. Please note: Square footage is 5, 185 including the indoor swimming pool room. Your own private resort just minutes to shopping and town. Photos with furniture from prior tenant.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Incredibly located in Greens Farms, the prized estate setting of Westport, this customized luxury home showcases an array of thoughtful and luxurious upgrades. This home's signature grandeur begins with the circular driveway, leading to an impressive double-door entry that leads to a soaring foyer w/herringbone-patterned wood floor. From here, the impressive proportions of this home are apparent - as are the fine details and distinctive finishes that define each space. The living rm w/fpl & dining rm w/butler's pantry are both entertaining-sized. The generous family rm has a wall of French doors to the terrace, stone fpl & leads to the showstopping gourmet kitchen w/fpl, lrg island, full suite of gourmet appliances include Viking range, Sub Zero all-refrig/all-frz, wine chiller, beverage drawers, speed oven & sunny breakfast area w/ bay window. An excellent mud rm w/vast storage, 2nd laundry & a full bath for the pool leads to the 3 car gar. An uncommon main flr guest suite plus a very generous office complete the first level. Upstairs, the gallery hall leads to the sumptuous primary suite, a luxe retreat w/king-sized BR, built-ins, vast walk-in closet, balcony, incredible bath w/frameless steam shower, soaking tub, fine millwork. Each BR is a private suite w/full bth. Amazing bonus spaces incl the lrg 2nd flr rec/play rm, fin 3rd flr and fin LL. The scenic pool has a spa, waterfall & auto cover. Level backyard. Walk to Greens Farms train, beaches. Yearly Unfurnished Rental. 38
      1 Sleepy Hollow Rd Westport, Connecticut 06880
      $30,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 7853.00:# SqFt
      Single Family For Rent ML# 24060544
      Incredibly located in Greens Farms, the prized estate setting of Westport, this customized luxury home showcases an array of thoughtful and luxurious upgrades. This home's signature grandeur begins with the circular driveway, leading to an impressive double-door entry that leads to a soaring foyer w/herringbone-patterned wood floor. From here, the impressive proportions of this home are apparent - as are the fine details and distinctive finishes that define each space. The living rm w/fpl & dining rm w/butler's pantry are both entertaining-sized. The generous family rm has a wall of French doors to the terrace, stone fpl & leads to the showstopping gourmet kitchen w/fpl, lrg island, full suite of gourmet appliances include Viking range, Sub Zero all-refrig/all-frz, wine chiller, beverage drawers, speed oven & sunny breakfast area w/ bay window. An excellent mud rm w/vast storage, 2nd laundry & a full bath for the pool leads to the 3 car gar. An uncommon main flr guest suite plus a very generous office complete the first level. Upstairs, the gallery hall leads to the sumptuous primary suite, a luxe retreat w/king-sized BR, built-ins, vast walk-in closet, balcony, incredible bath w/frameless steam shower, soaking tub, fine millwork. Each BR is a private suite w/full bth. Amazing bonus spaces incl the lrg 2nd flr rec/play rm, fin 3rd flr and fin LL. The scenic pool has a spa, waterfall & auto cover. Level backyard. Walk to Greens Farms train, beaches. Yearly Unfurnished Rental.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • This captivating haven at Saugatuck Shores, nestled along the pristine shores of Bermuda Lagoon, 100 feet of private beach and a deepwater dock-your perfect launchpad for unforgettable summer adventures or a warm winter escape. With soaring ceilings framing breathtaking water views, this open and airy oasis is ideal for year-round relaxation. Enjoy sunsets on the expansive wrap-around deck or cozy up inside by the fire as snow falls. Indulge your inner chef in the gourmet kitchen, featuring an industrial stove, then gather around the marble table for meals with stunning views as your backdrop. The master suite is a true retreat with its own waterside deck, walk-in closets, and a luxurious bath complete with a Jacuzzi tub, shower, and double vanity. The main level includes three additional bedrooms, two with charming lofts perfect for younger guests. On chillier days, head to the lower level family room with a cozy fireplace, or enjoy the 85-degree indoor 42ft pool, sauna, steam room, and gym-perfect for wellness and relaxation. Step outside to your private beach, where you can watch buffleheads dive, or swans and herons glide through the wetlands, a tranquil sight during snowy winter days. Fully furnished and ready for you to customize, this waterfront gem offers the ultimate balance of nature, wellness, and beauty, whether it's summer or winter in Connecticut. 40
      10 Surf Rd Westport, Connecticut 06880
      $30,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 5885.00:# SqFt
      Single Family For Rent ML# 24039255
      This captivating haven at Saugatuck Shores, nestled along the pristine shores of Bermuda Lagoon, 100 feet of private beach and a deepwater dock-your perfect launchpad for unforgettable summer adventures or a warm winter escape. With soaring ceilings framing breathtaking water views, this open and airy oasis is ideal for year-round relaxation. Enjoy sunsets on the expansive wrap-around deck or cozy up inside by the fire as snow falls. Indulge your inner chef in the gourmet kitchen, featuring an industrial stove, then gather around the marble table for meals with stunning views as your backdrop. The master suite is a true retreat with its own waterside deck, walk-in closets, and a luxurious bath complete with a Jacuzzi tub, shower, and double vanity. The main level includes three additional bedrooms, two with charming lofts perfect for younger guests. On chillier days, head to the lower level family room with a cozy fireplace, or enjoy the 85-degree indoor 42ft pool, sauna, steam room, and gym-perfect for wellness and relaxation. Step outside to your private beach, where you can watch buffleheads dive, or swans and herons glide through the wetlands, a tranquil sight during snowy winter days. Fully furnished and ready for you to customize, this waterfront gem offers the ultimate balance of nature, wellness, and beauty, whether it's summer or winter in Connecticut.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • BRAND NEW IN-GROUND POOL at this Walk-to-Compo Beach, Longshore Club Park, Metro North station & Saugatuck Center from this lovely 5+BR Nantucket stone and shingle home, situated in fabulous beach neighborhood (but not in flood zone). Just a stones-throw from the finest area amenities -- swimming, golf, sailing, pickle ball, ice skating, camp programs, tennis, paddle & more. Large formal dining and living room with gas log fireplace, separate library/office and gourmet kitchen with ample breakfast area and adjoining family room with fireplace. Master with gas fireplace plus generously sized family bedrooms and bonus room too. Stone patio with fire pit, ultra-private, fenced yard with rolling lawns, fenced Gunite pool and spa tub overlooking the pretty, natural scenery beyond. 6000 square foot home on two levels, with huge closets, plus storage in walkup attic and enormous dry basement, large mudroom, 3-car garage and full house generator too. Rental includes grounds and sprinkler maintenance, as well as driveway snow removal. Available partially furnished. Shoes off or booties, please. 41
      5 Mayflower Parkway Westport, Connecticut 06880
      $24,500
      5 Bedrooms 4 Full Baths 2 Half Baths Sq. Ft. 5959.00:# SqFt
      Single Family For Rent ML# 170557841
      BRAND NEW IN-GROUND POOL at this Walk-to-Compo Beach, Longshore Club Park, Metro North station & Saugatuck Center from this lovely 5+BR Nantucket stone and shingle home, situated in fabulous beach neighborhood (but not in flood zone). Just a stones-throw from the finest area amenities -- swimming, golf, sailing, pickle ball, ice skating, camp programs, tennis, paddle & more. Large formal dining and living room with gas log fireplace, separate library/office and gourmet kitchen with ample breakfast area and adjoining family room with fireplace. Master with gas fireplace plus generously sized family bedrooms and bonus room too. Stone patio with fire pit, ultra-private, fenced yard with rolling lawns, fenced Gunite pool and spa tub overlooking the pretty, natural scenery beyond. 6000 square foot home on two levels, with huge closets, plus storage in walkup attic and enormous dry basement, large mudroom, 3-car garage and full house generator too. Rental includes grounds and sprinkler maintenance, as well as driveway snow removal. Available partially furnished. Shoes off or booties, please.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Secluded Mediterranean inspired estate located on prestigious Bluewater Hill South with tennis courts and private beach rights to Compo Beach located steps away. Magnificent historical gardens designed by F.L. Olmstead of Central Park fame in the early 1900's. A crescent shaped pool and pergola over patio crown the front lawn and gardens. The upper living level open floor plan boasts water and garden views from the over sized windows throughout the rooms. The living and dining rooms feature a gas fireplace. A balcony off the living room has seating for many guests. Renovated kitchen with custom Maple cabinets and flooring, built in cabinets, stainless steel appliances and dining area. The den located off the kitchen with the laundry can function as an additional bedroom if needed. Master Suite has large renovated bath with custom built in cabinets. Enter on the garden level through the front door and see a sweeping staircase with mahogany railing or take the convenient elevator if needed. This level features three additional bedrooms, two full baths, family room and sun room. The attached two car garage entrance is through the sun room. This home is truly turn key, decorated and furnished with all the comforts needed to enjoy living this resort lifestyle! The upper garden is shared with the owners. Available beginning in October. 42
      10 Bluewater Hill South Westport, Connecticut 06880
      $21,800
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3674.00:# SqFt
      Single Family For Rent ML# 170552590
      Secluded Mediterranean inspired estate located on prestigious Bluewater Hill South with tennis courts and private beach rights to Compo Beach located steps away. Magnificent historical gardens designed by F.L. Olmstead of Central Park fame in the early 1900's. A crescent shaped pool and pergola over patio crown the front lawn and gardens. The upper living level open floor plan boasts water and garden views from the over sized windows throughout the rooms. The living and dining rooms feature a gas fireplace. A balcony off the living room has seating for many guests. Renovated kitchen with custom Maple cabinets and flooring, built in cabinets, stainless steel appliances and dining area. The den located off the kitchen with the laundry can function as an additional bedroom if needed. Master Suite has large renovated bath with custom built in cabinets. Enter on the garden level through the front door and see a sweeping staircase with mahogany railing or take the convenient elevator if needed. This level features three additional bedrooms, two full baths, family room and sun room. The attached two car garage entrance is through the sun room. This home is truly turn key, decorated and furnished with all the comforts needed to enjoy living this resort lifestyle! The upper garden is shared with the owners. Available beginning in October.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Beautifully-appointed high quality custom-built stone & shingle home full of character and sunlight, on corner of private cul de sac in the heart of Westport -- the ideal spot for your summer vacation. Main floor features large country kitchen-great room with French doors to expansive decks overlooking huge level lawn and play spaces. Adjoining formal dining and butlers pantry, along with cozy study, complete with wet bar and piano, adjacent to large library/office. Five ample bedrooms, including a gorgeous primary suite with tray ceiling, fireplace and spa bath, plus three other bedrooms and two additional baths on the second level. Separate guest suite in lower walkout level with private bath too. Newly Peloton-equipped gym on third floor, and expansive play/media room with fireplace on lower walkout, along with large tiled mudroom that leads to an outdoor shower and yard. Two laundries too. A short walk to tennis courts, ball fields, playground, track and Wakeman Town Farm. All utilities except electric included. Available for four weeks in July or August, with flexibility on dates. 28
      87 North Avenue Westport, Connecticut 06880
      $20,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 5373.00:# SqFt
      Single Family For Rent ML# 170551933
      Beautifully-appointed high quality custom-built stone & shingle home full of character and sunlight, on corner of private cul de sac in the heart of Westport -- the ideal spot for your summer vacation. Main floor features large country kitchen-great room with French doors to expansive decks overlooking huge level lawn and play spaces. Adjoining formal dining and butlers pantry, along with cozy study, complete with wet bar and piano, adjacent to large library/office. Five ample bedrooms, including a gorgeous primary suite with tray ceiling, fireplace and spa bath, plus three other bedrooms and two additional baths on the second level. Separate guest suite in lower walkout level with private bath too. Newly Peloton-equipped gym on third floor, and expansive play/media room with fireplace on lower walkout, along with large tiled mudroom that leads to an outdoor shower and yard. Two laundries too. A short walk to tennis courts, ball fields, playground, track and Wakeman Town Farm. All utilities except electric included. Available for four weeks in July or August, with flexibility on dates.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • FABULOUS ON THE WATER RENTAL. YEARLY RENTAL @ 19.9K. Start date JANUARY 2025. Completely RENOVATED MOD CHiC !! Phenomenal WIDE WATER VIEWS. BIG covered front porch with outdoor fire pit in front yard and outdoor shower. Best Compo Beach views~Sunrise and Moonrise each day. FRONT ROW SEAT for 4th of July fireworks! Plenty of parking(6 cars, very rare) at this 4BD 2.2 Bath Compo Beach Bungalow. Come enjoy this incredible home with all the fun toys available for the best summer/fall ever. Kayaks/ Paddle boards/beach chairs available for tenants use. Can also be school year rental (start date to be determined) 40
      19 Soundview Drive Westport, Connecticut 06880
      $19,900
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 1692.00:# SqFt
      Single Family For Rent ML# 24003535
      FABULOUS ON THE WATER RENTAL. YEARLY RENTAL @ 19.9K. Start date JANUARY 2025. Completely RENOVATED MOD CHiC !! Phenomenal WIDE WATER VIEWS. BIG covered front porch with outdoor fire pit in front yard and outdoor shower. Best Compo Beach views~Sunrise and Moonrise each day. FRONT ROW SEAT for 4th of July fireworks! Plenty of parking(6 cars, very rare) at this 4BD 2.2 Bath Compo Beach Bungalow. Come enjoy this incredible home with all the fun toys available for the best summer/fall ever. Kayaks/ Paddle boards/beach chairs available for tenants use. Can also be school year rental (start date to be determined)
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Beautiful, spacious home with a storied past, set on 3+ picturesque acres across from the Hunt Club and close to Westport's nationally recognized schools. As you meander beyond the stone wall, down the circular driveway, past the heated in-ground pool and clay tennis court - you immediately know why some of Westport's finest once called this home. This enchanting and private property includes a sunken garden with water fountain, life-size chess board, mature specimen trees, and perennial blooms. With 7 bedrooms, including a main floor bedroom & full bath, there's plenty of room for everyone. Walk through the marbled foyer, past the curved staircase and you'll find a magnificent Great Room with fireplace and floor to ceiling windows and French Doors opening onto the veranda. You can picture hosting fabulous get-togethers here. The expansive eat-in kitchen with island, breakfast nook, side-by-side Sub-Zero fridge/freezer, double ovens, 2 dishwashers and 2 sinks - has plenty of space and top-of-the-line appliances for cooking your holiday dinners. The second staircase, just off the kitchen, leads up to a sprawling primary suite with spa-like bath and balcony overlooking the garden - a perfect place to enjoy a coffee in the morning or a book in the afternoon. Of course, when work calls, you can retreat to the wood-paneled office on the second floor. This home truly has it all. Furnished (unfurnished considered). Pets allowed. 40
      175 Long Lots Rd Westport, Connecticut 06880
      $22,000
      $19,500
      7 Bedrooms 4 Full Baths 2 Half Baths Sq. Ft. 6416.00:# SqFt
      Single Family For Rent PRICE REDUCED ML# 24036599
      Beautiful, spacious home with a storied past, set on 3+ picturesque acres across from the Hunt Club and close to Westport's nationally recognized schools. As you meander beyond the stone wall, down the circular driveway, past the heated in-ground pool and clay tennis court - you immediately know why some of Westport's finest once called this home. This enchanting and private property includes a sunken garden with water fountain, life-size chess board, mature specimen trees, and perennial blooms. With 7 bedrooms, including a main floor bedroom & full bath, there's plenty of room for everyone. Walk through the marbled foyer, past the curved staircase and you'll find a magnificent Great Room with fireplace and floor to ceiling windows and French Doors opening onto the veranda. You can picture hosting fabulous get-togethers here. The expansive eat-in kitchen with island, breakfast nook, side-by-side Sub-Zero fridge/freezer, double ovens, 2 dishwashers and 2 sinks - has plenty of space and top-of-the-line appliances for cooking your holiday dinners. The second staircase, just off the kitchen, leads up to a sprawling primary suite with spa-like bath and balcony overlooking the garden - a perfect place to enjoy a coffee in the morning or a book in the afternoon. Of course, when work calls, you can retreat to the wood-paneled office on the second floor. This home truly has it all. Furnished (unfurnished considered). Pets allowed.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Light, bright Contemporary/Ranch with incredible water views of the LI Sound. Enjoy Compo Beach life and take in the spectacular sunrises and sunsets from the warmth of the sunroom or the sundrenched deck. Open floor plan, bathed in natural light, where you can gaze out at the LI Sound from the expanse of windows. A modern Poggenpohl kitchen with stainless appliances opens to a rear terrace with grill and outdoor dining space with a secret garden feeling. Tranquil Master Suite with sitting area, spa like bath, and private deck. Three more spacious bedrooms with hardwood floors, built-ins for work at home space, and full bath complete the bedroom wing. Beautiful private property with outdoor shower. Close to Compo beach and the premier Longshore Park with dining, golf, pool, boating, tennis, marina. Only minutes to the train station, and town center with all of Westport's amenities. Live, work, play at the beach and make memories that will last a lifetime! The monthly rent of $18, 500 is for a 12 month lease. Monthly Summer Rates are Seasonally adjusted as follows: September @ $20, 000. Property has been rented for July and August. 41
      232 Hillspoint Rd Westport, Connecticut 06880
      $18,500
      4 Bedrooms 2 Full Baths Sq. Ft. 2234.00:# SqFt
      Single Family For Rent ML# 170544873
      Light, bright Contemporary/Ranch with incredible water views of the LI Sound. Enjoy Compo Beach life and take in the spectacular sunrises and sunsets from the warmth of the sunroom or the sundrenched deck. Open floor plan, bathed in natural light, where you can gaze out at the LI Sound from the expanse of windows. A modern Poggenpohl kitchen with stainless appliances opens to a rear terrace with grill and outdoor dining space with a secret garden feeling. Tranquil Master Suite with sitting area, spa like bath, and private deck. Three more spacious bedrooms with hardwood floors, built-ins for work at home space, and full bath complete the bedroom wing. Beautiful private property with outdoor shower. Close to Compo beach and the premier Longshore Park with dining, golf, pool, boating, tennis, marina. Only minutes to the train station, and town center with all of Westport's amenities. Live, work, play at the beach and make memories that will last a lifetime! The monthly rent of $18, 500 is for a 12 month lease. Monthly Summer Rates are Seasonally adjusted as follows: September @ $20, 000. Property has been rented for July and August.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Furnished Yearly Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. Shorter Term Rental option possible @15, 000/mo 23
      19 Bluewater Hill Westport, Connecticut 06880
      $18,000
      3 Bedrooms 3 Full Baths Sq. Ft. 3066.00:# SqFt
      Single Family For Rent ML# 24044919
      Furnished Yearly Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. Shorter Term Rental option possible @15, 000/mo
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
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    Adriana C. Radu
    (203) 247-5215

    355 Riverside Ave, Westport, CT 06880, USA

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