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Andrew Davis

Westport CT Real Estate & Homes for Rent

54 Properties Found


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Beds:
4
Baths:
3.50
Sq.Ft.:
2,873
Status:
Active
MLS#:
24068828
Type:
Single Family
Lot size:
0.26 Acres
Year built:
1971
Courtesy: Tanya Sprague - William Raveis Real Estate Tanya Sprague
View additional info

Spend your summer pools side on direct Long Island Sound, for the month of July! Commemorate your 2024 summer with a unique and un-paralleled respite! Simply sit back and enjoy stunning sunsets and sensational water-wildlife from every living room. Located just 3 doors from the beach and within 1 +/- miles to Metro North train station. One would be hard-pressed to find a more delightful refuge to host family and friends and reap the benefits of living on Sauagtuck Island. Wake-up poolside overlooking the Sound and enjoy your morning cup of coffee, or head out on an early coastline paddle or kayak. This is your chance to experience one of Fairfield County's most unique waterfront settings in one of Fairfield County's most unique towns! Within easy accessibility to Westport's 5-star rated restaurants and shopping, along with Westport's town-owned 18 hole Golf Club, offering; Tennis, Sailing, Swimming pools, pickle-ball and Paddleball facilities. An amazing opportunity to make lasting memories! Not one to miss!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,184
Status:
Active
MLS#:
24068710
Type:
Condo
Year built:
2017
Courtesy: Matt Murray - Higgins Group Bedford Square Matt Murray
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~HIGH END LIVING~ This home is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. Bedford Square is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. Bedford Square is ideally situated in the heart of this vibrant and prosperous community at the foot of Main Street and Church Lane. This luxury two-bedroom rental features upscale amenities and amazing views. Whether you are looking for an alternative to New York City living or want to downsize, Bedford Square brings a lifestyle of convenience to its residents. We can arrange rentals of one year, two years or more (unfurnished).

Beds:
6
Baths:
5.50
Sq.Ft.:
4,385
Status:
Active
MLS#:
24068600
Type:
Single Family
Lot size:
1.87 Acres
Year built:
1946
Courtesy: Ben Howell - Higgins Group Real Estate Ben Howell
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Luxury living awaits! This stunning, newly renovated home sits on just under two acres of flat land in one of Westport's most beloved cul-de-sacs. An entertainer's dream, this 5600 sq ft charmer features a newly renovated gourmet kitchen with chef-grade appliances and radiant heated floors. French doors connect the kitchen with an expansive outdoor entertaining area. The beautifully landscaped, private backyard is the perfect place to enjoy every day or host guests. It features a large blue stone patio, a covered seating area, and a stunning gunite pool and spa. Off the kitchen, you'll find the perfect flex space great for a home office or small den that connects to the 2-car garage. The spacious living room offers lots of natural light with a wood-burning fireplace for those cold winter nights. The dining room is perfect for hosting dinner parties, large or small. On the other side of the first floor, you'll find two large bedrooms with a shared full bath. The fully renovated primary suite is a calming oasis with a walk-in closet, a beautiful ensuite with a double rain shower, and French doors that open to a lovely deck, perfect for enjoying a morning coffee. The second floor also includes two large bedrooms and an additional full bath. The 3rd floor is a perfect getaway space, with a bedroom and full bathroom. The finished lower level has a rec room w/fireplace, full bath & laundry room. This home truly has it all! Home also available for short term

Beds:
3
Baths:
3.50
Sq.Ft.:
1,867
Status:
Active
MLS#:
24067843
Type:
Single Family
Lot size:
0.45 Acres
Year built:
1920
Courtesy: Lance Camby - Robert C White & Company LLC Lance Camby
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This spacious, updated, 3 bedroom home is located in a well desirable neighborhood. Lots of natural lighting and hardwood flooring throughout the property. Living area with fireplace is perfect for family gatherings and cozy evenings. Modern kitchen comes equipped with refrigerator, stove top, oven, dishwasher and wine cooler. Private fenced in backyard with stone patio. Central air. Tenant pays for propane heat & hot water, and electricity. The tenant is also responsible for snow removal, trash, and reimbursing the owner for water sewer bills. Owner covers landscaping and lawn maintenance. In addition, with all leases, there is a $ 40 monthly charge for the Tenant Benefits Package, which fulfills the $100,000 Liability Insurance Coverage requirement, provides 24/7/365 Emergency Maintenance Service, and much more. There is a legal accessory apartment in the basement. The owners may stop in a few weekends of the year. It is completely separate and private with its own entrance and would not disturb the main floor. $100 monthly credit given to tenant to cover the cost of electricity and propane for the basement.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,482
Status:
Active
MLS#:
24067892
Type:
Condo
Year built:
2017
Courtesy: Matt Murray - Higgins Group Bedford Square Matt Murray
View additional info

~HIGH END LIVING~ This home is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. Bedford Square is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. Bedford Square is ideally situated in the heart of this vibrant community at the foot of Main Street and Church Lane. This luxury rental a two-bedroom floor is complete with upscale amenities and amazing views. Whether you are looking for an alternative to New York City living or want to downsize, Bedford Square presents a lifestyle of convenience to its residents. Available now. We can arrange rental lengths of yearly, two years or more.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,439
Status:
Active
MLS#:
24067884
Type:
Condo
Year built:
2017
Courtesy: Matt Murray - Higgins Group Bedford Square Matt Murray
View additional info

~HIGH END LIVING~ This home is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. Bedford Square is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. Bedford Square is ideally situated in the heart of this vibrant and prosperous community at the foot of Main Street and Church Lane. This luxury two-bedroom, is in the main building and along side of four distinct townhomes. All feature upscale amenities and amazing views. Whether you are looking for an alternative to New York City living or want to downsize, Bedford Square has a lifestyle of convenience to its residents. We can arrange leases of yearly, two years or more.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,641
Status:
Active
MLS#:
24061697
Type:
Single Family
Lot size:
0.05 Acres
Year built:
1957
Courtesy: Amy Swanson - William Raveis Real Estate Amy Swanson
View additional info

AVAILABLE ANNUAL/FLEXIBLE UNFURNISHED. Tucked away on Saugatuck Island, this waterfront home is a beach lover's dream with only a 5-minute walk to several private beaches plus its own private dock overlooking the canal. Complete with three bedrooms, two full baths and an outdoor shower, this sun-drenched home has everything you need to experience the magic of beach living in Westport. Conveniently located to downtown, plus a 5-minute drive to the train station, with direct trains Grand Central. Discover the blissful happiness of this home! Applicant must have good credit and apply through RentSpree.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,774
Status:
Active
MLS#:
24066813
Type:
Single Family
Lot size:
0.22 Acres
Year built:
1965
Courtesy: Susan Seath - Compass Connecticut, LLC Susan Seath
View additional info

Welcome to this light and bright 4-bedroom gem nestled in the fabulous waterfront community of Saugatuck Island. This home offers a luxurious retreat just steps away from the community beach, with both comfort and functionality in mind, for an easy living experience. The open and airy living room, featuring a soaring ceiling, seamlessly connects to the dining area and expansive wraparound deck through glass sliders. The kitchen, overlooking the deck and beautifully landscaped gardens, is open to the dining area and will be a chef's dream. The primary bedroom offers lovely water views, while two additional bedrooms with ample storage and a full bath complete the main level. The lower level features a spacious family room for TV viewing or relaxing. Enjoy cozy evenings by the fireplace or step into the lush, fully fenced garden w/stone patio for al fresco dining. The fourth bedroom, full bath, and mudroom/laundry room complete the downstairs. The private yard is an ideal setting for outdoor entertainment and relaxation while enjoying the sea air. There is plenty of space for games and play. This exceptional property offers access to a private beach for Island dwellers, along with opportunities for swimming, kayaking, and neighborhood gatherings. Conveniently located close to downtown and the train station, you will love living in this coastal, water community!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,855
Status:
Active
MLS#:
24066176
Type:
Single Family
Lot size:
0.51 Acres
Year built:
1996
Courtesy: Jon Matson - Higgins Group Real Estate Jon Matson
View additional info

Situated in one of Westport's most sought-after neighborhoods, this elegant center-hall colonial perfectly blends charm, comfort, and convenience. Set on a well manicured half-acre lot, the home boasts 4 spacious bedrooms and 3 full baths. The expansive great room, with its soaring cathedral ceilings, is bathed in natural sunlight, creating a bright and inviting atmosphere. An open floor plan further enhances the home's airy feel, while thoughtful design touches blend form and function seamlessly. Ideal for commuters, the property is just 1.5 miles from the Metro-North station and conveniently located on the shuttle line. Only minutes away, you'll find Longshore Country Club, downtown Main St. with its shops and restaurants, and Compo Beach, offering a range of recreational and social opportunities. This timeless home provides a refined and comfortable lifestyle in one of Westport's most desirable locations.

Beds:
2
Baths:
1.50
Sq.Ft.:
935
Status:
Active
MLS#:
24065979
Type:
Multi-Family
Lot size:
1 Acres
Year built:
2020
Courtesy: Mar Jennings - Higgins Group Bedford Square Mar Jennings
View additional info

Welcome to Belden Place! Discover Casual Luxury living personified in this boutique complex offering exquisite in-town living. This secure building with elevator access on the Saugatuck River is pet friendly. These luxury apartments are perfectly appointed and designed: plenty of closet space and storage, custom cabinetry, high-end appliances, in-unit washer and dryer, and private balconies. Enjoy the convenience of downtown living and inspiring river views in these beautifully renovated historic buildings in the robust downtown village. Leave your car at home and walk to everything the downtown community has to offer: restaurants, shopping, entertainment and more. Belden Place features fourteen one- and two-bedroom luxury apartments. Enjoy luxury living on the Saugatuck River at Belden Place. Each apartment features a private deck, custom cabinetry and high-end appliances, elevator access and more!

Beds:
4
Baths:
4.50
Sq.Ft.:
2,180
Status:
Active
MLS#:
24065109
Type:
Single Family
Lot size:
0.12 Acres
Year built:
1923
Courtesy: Meredith Kamo - Compass Connecticut, LLC Meredith Kamo
View additional info

This 4+ bed/4 Full bath unfurnished short term rental on a sunny 0.12-acre parcel is situated on a tranquil street, steps to the sandy shores of Compo Beach. Available "as-is" for rent from January-April 2025 only.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,525
Status:
Active
MLS#:
24063168
Type:
Single Family
Lot size:
0.11 Acres
Year built:
1959
Courtesy: Sandra Calise - Settlers & Traders Sandra Calise
View additional info

Open the door to this slice of paradise located in the heart of Compo basin, just 300 steps from the beach.... This charming Cape cottage is filled with natural light and has a flexible floor plan. Two bedrooms on the upper level , 2 full baths, front to back living room with built-ins, dining room with fireplace, enclosed sunroom (perfect for a third bedroom or home office) , and a kitchen that opens onto a newly-stained deck in a gracious, fully-fenced private yard + outdoor shower! Great front porch as well! Brand new stainless steel kitchen appliances, (and new quartz countertops in the process of being installed). Mitsubishi split AC systems recently added. This unfurnished, yearly rental is turnkey and ready for occupancy.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,300
Status:
Active
MLS#:
24062810
Type:
Single Family
Lot size:
0.4 Acres
Year built:
1909
Courtesy: Patrick S. Conetta - Urban Connections Realty Patrick S. Conetta
View additional info

Completely Renovated 3 bedroom 2 full and 2 - half bath plus den Colonial in terrific Westport neighborhood. Open Floorplan. Eat in Kitchen with Oven, Cooktop, Dishwasher & Refrigerator. Hardwood Floors thru-out. Living Room with Fireplace. Washer & Dryer. Attached 2 Car Garage.

Beds:
6
Baths:
5.50
Sq.Ft.:
3,991
Status:
Active
MLS#:
24061029
Type:
Single Family
Lot size:
0.29 Acres
Year built:
2018
Courtesy: Derek Greene - The Greene Realty Group Derek Greene
View additional info

Sterling Dr. Dates available are June 21st to Aug 25th. $15,900 per week with 4 weeks minimum. 8 weeks or more gets a 10% discount. Spectacular views of the water from all rooms in this new, well appointed 5 bedroom home. Enjoy the heated INFINITY POOL with automatic cover (making it 100% safe) and a few minutes walk to Compo Cove or Compo Beaches by foot. The light-filled gourmet Kitchen has 2 sinks, 2 dishwashers, quartz countertops, and Sub-Zero/Wolf appliances. Enjoy the views of Long Island sound from every room. Step onto the patio, with a Weber gas grill by the Pool and fenced in upper and lower yards perfect for summer days and nights. Easily sleeps 10 guests in 5 bedrooms (1 King, 3 Queens, 2 Twins). The Primary Bedroom has a King bed with a walk in closet, built-in gas fireplace and TV. The master bath has 2 sinks, designer bathtub and a large steam shower. The upstairs laundry room has new high end appliances. The lower floor steps out to the backyard and is large and comfortable with lots of light for indoor recreation or relaxing. Take time to play golf, tennis, or rent paddle boards, kayaks or boats nearby. The neighborhood is quiet and safe day & night. The New York train, restaurants, groceries and shopping are 5 minutes away.

Beds:
4
Baths:
4.50
Sq.Ft.:
7,853
Status:
Active
MLS#:
24060544
Type:
Single Family
Lot size:
1 Acres
Year built:
2000
Courtesy: Douglas Bross - Coldwell Banker Realty
View additional info

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.

Beds:
3
Baths:
2.50
Sq.Ft.:
1,760
Status:
Active
MLS#:
24060579
Type:
Single Family
Lot size:
0.37 Acres
Year built:
1950
Courtesy: Jay Grayson - Higgins Group Bedford Square Jay Grayson
View additional info

ONE OF A KIND vacation spot with private beach and panoramic, picturesque views of the water and off shore Islands. Light & bright contemporary Ranch. Great Room with cathedral ceiling and 3 glass sliders to deck plus an additional deck on the beach. Glorious sunsets, oysters, clams & campfires to roast marshmallows on your own beach. FLEXIBITY OF THE DATES. Truly a vacation spot to enjoy year round, it's an oasis - yet just 5 mins to the train to NYC. **AGENT/OWNER**

Beds:
2
Baths:
1.00
Sq.Ft.:
1,581
Status:
Active
MLS#:
24055036
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1955
Courtesy: Alex Capozzoli - Keller Williams Realty Alex Capozzoli
View additional info

This spacious and inviting 2br, 1ba home is filled with natural light and offers a unique blend of Westport charm with modern finishes including a new deck and beautifully restored hardwood floors. Tucked away on the tranquil and private Renzulli Road, you'll enjoy a peaceful setting while still being conveniently close to everything: a short trip to the train station, just 5 miles from the Merritt Parkway, 0.5 miles to I-95, and only 1.5 miles from beautiful Compo Beach. This single family ranch rental includes a large, eat-in kitchen, perfect for meals with family or friends, a formal living and dining room, plus an expansive sunroom that offers extra space for relaxation or entertaining. With private front and back decks and two separate entrances, this home provides all the space, privacy, and convenience you need. WATER, TRASH AND HEAT are included in the rent and the home is available partially furnished or empty!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,145
Status:
Active
MLS#:
24057295
Type:
Townhouse
Year built:
1982
Courtesy: Mira Auxier - The Riverside Realty Group Mira Auxier
View additional info

Seize the opportunity to make this stylish 2-bedroom, 2-bathroom residence your new home. The conveniences surrounding the Playhouse Condominiums' premier location near lively downtown Westport and Compo Beach cannot be overstated. Just a short walk to shops, restaurants, cafes, parks, entertainment, and the library, this area offers an exceptional lifestyle. Upon entering, you are greeted by a bright and inviting living/dining area with scenic park views, highlighted by a vaulted ceiling and a charming wood-burning fireplace. In the heart of the unit is the exquisite kitchen that is a chef's delight, featuring premium stainless-steel appliances and custom cabinetry, merging style with practicality. Adjacent to the main living area is a generously sized secondary bedroom with a spacious closet and easy access to a beautifully renovated full bathroom. On the upper level, a generously sized primary suite with two closets (walk-in and reach-in), as well as a newly remodeled, luxurious bathroom complete with a full shower, elegant cabinetry, and dual sinks. A private deck off the primary suite is an ideal space to enjoy tranquil moments and views of the landscaped grounds and mature trees. This unit includes the added benefit of a private underground garage with two side-by-side parking spaces, plus additional guest parking for convenience. The residence is also available fully furnished for $5,000 per month, making this an exceptional opportunity to experience refined living.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,042
Status:
Active
MLS#:
24055928
Type:
Condo
Year built:
1900
Courtesy: Laurie Crouse - Coldwell Banker Realty
View additional info

Private, beautifully appointed gem offered fully furnished from 6/1/25-10/30/25. Charming Great Room with vaulted ceiling, newer Kitchen and Bath. The unit overlooks a lovely, flat park-like setting. 2 parking places. Central location provides easy access to town, beaches, railroad and highways. Must have excellent credit. Rent includes the HOA. Tenant pays utilties. Absolutely no pets.

Beds:
2
Baths:
1.00
Sq.Ft.:
700
Status:
Active
MLS#:
24055402
Type:
Multi-Family
Lot size:
0.09 Acres
Year built:
1900
Courtesy: Gheorghe M. Zichil - Zichil Elite Real Estate, LLC Gheorghe M. Zichil
View additional info

Two-bedroom Apartment, living room, eat-in kitchen, washer & dryer are conveniently located right in the unit, this charming unit has walking distance to Saugatuck River, Westport Shopping, Restaurants, Highway and train station making for an easy NY City Commute! Tenant to pay $200 a month to cover utilities which include: Electricity, Heat, Hot Water, Sewer and Trash removal.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,890
Status:
Active
MLS#:
24053827
Type:
Single Family
Lot size:
0.42 Acres
Year built:
1926
Courtesy: Brett Lieberman - The Riverside Realty Group Brett Lieberman
View additional info

Charming fully renovated farm house available for furnished short term winter rental between January 6-April 3, 2025. Convenient location close to town, beach, and commuting. Beautifully furnished to create a comfortable oasis located in an ideal location. Price for full term: $21,000, for 2 months: $16,000, for 1 month: $9,000. End date is not flexible.

Beds:
1
Baths:
1.00
Sq.Ft.:
1,000
Status:
Active
MLS#:
24051482
Type:
Condo
Year built:
1980
Courtesy: Sandra Calise - Settlers & Traders Sandra Calise
View additional info

Open floor plan loft like unit. Soaring ceiling, lots of natural light. Prime location - easy access to train, beach and a quick walk to town..

Beds:
3
Baths:
3.00
Sq.Ft.:
3,066
Status:
Active
MLS#:
24044912
Type:
Single Family
Lot size:
1 Acres
Year built:
1948
Courtesy: Douglas Bross - Coldwell Banker Realty
View additional info

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 property. *Yearly Furnished Rental option possible @18,000/mo

Beds:
3
Baths:
3.00
Sq.Ft.:
3,066
Status:
Active
MLS#:
24044919
Type:
Single Family
Lot size:
1 Acres
Year built:
1948
Courtesy: Douglas Bross - Coldwell Banker Realty
View additional info

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

Beds:
4
Baths:
4.50
Sq.Ft.:
5,885
Status:
Active
MLS#:
24039255
Type:
Single Family
Lot size:
0.52 Acres
Year built:
1985
Courtesy: Inna Agujen - Coldwell Banker Realty
View additional info

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.

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This Information is from Smart MLS and has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.

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