Southport, CT Homes for Rent with Private Pool

Freshly painted and ready to move right in. Enjoy an easy lifestyle in this well maintained first floor ranch with a one car garage for extra storage. Relax on the back covered patio that overlooks the idyllic pond and waterfall with everchanging water views. Meander along the walking trail that surrounds the pond and leads to the community pool for summer fun. Dogwood Green complex is convenient

Darlene Letersky Coldwell Banker Realty

Spectacular water views from this waterfront town house right on the Long Island Sound. Wake up every morning to a beautiful sunrise with breathtaking views of Black Rock Harbor and the Fayerweather Lighthouse. This resort style home is on 2 levels and is completely renovated with a custom kitchen and high-end appliances. Plenty of built ins and a beautiful bay window in the primary bedroom

Rima Bishuti William Raveis Real Estate

Welcome to an extraordinary opportunity to lease a true architectural masterpiece. Tucked behind gates on a private street, this majestic 8,900 sq ft brick estate evokes the timeless elegance of a European castle while offering all the comforts of modern luxury. Set on 7.42 professionally landscaped acres, this one-of-a-kind residence features 6 generously sized bedrooms, 4 full baths, and 2

Mark Sanford Berkshire Hathaway NE Prop.

Wonderful neighborhood, walking distance to Coleytown schools. 3 BR/2 Bath ranch with open floor plan and wonderful light filled family room. Interiors are scheduled to be freshly painted prior to new tenant occupancy. Tenant is responsible for all lawn and pool maintenance. Most recent tenant chose not to open pool for the last two seasons however pool was in working condition when last opened

Deirdre Andreoli Compass Connecticut, LLC

Welcome to 41 Burt Farms Rd. Step into style and abundant space at this Westport home where contemporary flair meets exceptional value. Set at the end of a desirable street filled with extraordinary properties. The flexible layout of the home offers many possibilities for work from home and longer stay entertaining. Primary suite is set away from the other bedrooms offering privacy. The modern

Meredith Cohen Serhant Connecticut, LLC

Your very own vacation getaway. A gorgeous estate property, situated in the desirable Hunt Club/ Long lots area of Westport featuring a phenomenal and unique 5 bedroom, 4 bath Colonial Antique with a newly painted interior, an updated open floor plan, fabulous Interior and exterior entertaining spaces, gorgeous re-finished random wide-width hard wood flooring, Vaulted Ceilings, C/A, Gourmet

Tanya Sprague William Raveis Real Estate

Discover refined living in this 8,000 square-foot, 7-bedroom, 5.5-bath French Colonial residence, perfectly positioned as the last home on a quiet, dead-end private street. Combining timeless architecture with modern comforts, this estate offers exceptional privacy and a truly elevated lifestyle. Set on beautifully landscaped grounds, the home's stately exterior gives way to a thoughtfully

Mark Sanford Berkshire Hathaway NE Prop.

Welcome to a home that lives as beautifully as it looks. In the heart of Greens Farms, this timeless 5 bedroom, 6 bath Colonial is where classic elegance meets modern ease, designed for how you live, work, and entertain today. A circular drive, stone walls, and a charming front porch create an inviting first impression. Inside, a sun-filled double-height entry sets the tone for open, gracious

Chrissie Rodriguez Higgins Group Real Estate

This home is beautifully updated for ready move-in, offering flexibility with an in-law style lower level, functional outdoor living with screened porch, deck, and pool, and convenient access to schools and parks. Its quiet culdesac setting, oversized garage, and low-maintenance yard make it an appealing option for tenants seeking a balanced blend of comfort, space, and location in Fairfield's

Yi Gong Coldwell Banker Realty

This beautifully maintained home sits on a sought-after cul-de-sac within walking distance to Long Lots, Bedford, and Staples. Set on 1.2 acres of lawn and gardens, the open-concept interior features soaring ceilings, skylights, and hardwood floors. The updated kitchen boasts granite counters, brand new Miele appliances, and a sunny den with built-ins and patio access. Four bedrooms include a

Lisa Holler Compass Connecticut, LLC

Enjoy this beautifully designed colonial on one of the most desirable streets in Fairfield's beach neighborhood -- just two blocks from Penfield Beach, and a 10 minute stroll to town filled with great restaurants and train to NYC! Unique personality flows throughout the home. The first floor has a chef's kitchen with an island for everyone to gather; an oversized family room with double french

Lauren Reynolds Compass Connecticut, LLC

Available furnished or unfurnished, this oversized 3-bedroom, 2-bath condo is perched at the highest, most private point in the complex- surrounded by trees, manicured gardens, and serene views. Recently renovated and move-in ready, this home offers the best of both comfort and convenience. Step inside to soaring vaulted ceilings, a wood-burning fireplace, and a spacious open layout with natural

Alexander Walton RE/MAX Heritage

Exceptional, remodeled home with a beautiful pool near downtown Westport. The "Everett Fillow House, c 1911" was completely restored & exquisitely updated by the present owner to the highest standards of excellence. The welcoming curb appeal & charming front porch create a gracious approach to this Colonial Farmhouse. Step inside and experience the bright open flow, characterized by high

Barbara Bross Coldwell Banker Realty

Surrounded by stone walls, this one-of-a-kind, spectacular and private 36-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a breathtaking Fairfield County estate like no other. The storied former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths,

Leslie Razook William Pitt Sotheby's Int'l

You'll never want to leave 'Splendido Manor,' an iconic estate perfect for a sophisticated and active lifestyle. This sprawling 4-acre compound in the heart of Greenfield Hill has all the amenities of an idyllic retreat. It has something for everybody with five bedrooms, a separate one-bedroom guest cottage, a lighted Sports/Tennis Court, a 1900 SF Indoor/Outdoor Pool Pavilion, a Steam Room, a

Laura Kottler Compass Connecticut, LLC

NEWLY RENOVATED! Gorgeous spacious fully furnished home situated at the end of a long private driveway in a fully fenced professionally exquisite landscaped park like property on 2.14 level acres. This beautiful colonial with a dramatic two story foyer, high ceilings, custom millwork & beautiful details is finished on 4 levels. New light natural hardwood floors. 2 Home Offices with extensive

Cindy Saul Coldwell Banker Realty

15K/month for term lease. Unique rental - beautifully renovated contemporary classic, long private driveway lighted with scenic pond as you enter. 2 new decks, one off kitchen over looking vista, the other overlooking pool with 4' wide stairs to upstairs bedrooms. majestic front entrance with new stone steps and landing, open to vast living area with soaring ceilings and magnificent floor to

Derek Greene Derek Greene

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

Doug Bross Coldwell Banker Realty

Furnished Short Term 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

Doug Bross Coldwell Banker Realty

Family retreat with in ground pool and outdoor entertaining and cooking area is available for your summer getaway. Bike to the beach from this 4 bedroom 4 full bath cozy home with welcoming front porch, playroom and full bath on every level. Primary suite is private and features a full bath, and balcony for your morning coffee. Huge new deck off kitchen. Three family bedrooms with full bath,

Lisa Neufeld William Raveis Real Estate