Our Southern Vermont Rentals

We specialize in seasonal and long term rentals and have a wide variety of rental properties in Southern Vermont covering the Ski Resort towns like Stratton, Bromley, and Magic as well as Manchester, Dorset and all of the surrounding towns. Coming to visit for the Manchester Summer Horse Show Festival, want to enjoy the spectacular fall foliage or want a winter getaway? Every season in Southern Vermont has something to offer and we would love to help you plan your stay here! Contact TPW Real Estate at any time with questions or a request to schedule a viewing.

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Cold Moon Farm

Jamaica VT

Jamaica, VT

Rental Price$50,000

Listing Number 7

  • Non-MLS Long-Term Rentals House,Winter Rental,Winter Seasonal
  • Lease winter seasonal
  • Bathroom 5
  • Maximum Occupants 19
  • Bedrooms 6

Come experience what Vermont has to offer! This 6 bedroom house is great for entertaining guests with a large open concept living room and kitchen. With three separate quarters there is enough space for everyone to stretch out and relax! You can enjoy sitting in the hot tub soaking up the view of the active farm and beautiful Vermont mountains. This house sleeps 17-19 people - in the left upstairs wing of the house has one bedroom with two twins, a full bath and another bedroom with a queen sized bed. Downstairs of the main house there is a game room with a ping pong table, pool table, skee ball and a gym. There are two bedrooms as well. One with two full beds and two twins with trundle as well as an attached full bath. The other bedroom has queen sized bed with an attached full bath. Upstairs of the main house offers two bedrooms each with an attached full bath. One bedroom has a queen sized bed and attached library suite with two twin pull outs. The other bedroom has king sized bed with an attached full bath. There is also an on-site caretaker so you will have help whenever needed. Life is good here on the farm!  PLEASE NOTE: This house is available December 1st - April 15th

Listed by MaryKate Grey of TPW Stratton

$
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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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35 Sugar Bush Stratton VT 05155

MLS Number 4803603

  • Rentals
  • Bedrooms 5
  • Bathroom 5
  • Lease Seasonal

One Gorgeous Winter Retreat. Less than 5 minutes to the slopes and you are in complete luxury. A huge living room and Dining Room and Kitchen area..Wood burning Fireplace to make this cozy retreat warm and fun. 5 bedrooms (3 en suite), 4.5 bathrooms, game room- Ping Pong and Fusball.. Big deck and Hot tub and views of Stratton in Winter. For lots of fun and lots of friends. Definitely worth a look.

Listed by Wilkie Bushby of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21 Valley View Winhall VT 05340

MLS Number 4814148

  • Rentals
  • Bedrooms 5
  • Bathroom 5
  • Lease Seasonal
  • Acreage 10

SEASONAL RENTAL 2020-2021. Make this your home away from home next winter! Sensational sweeping views define this spectacular custom built contemporary cape located just minutes from Bromley, Stratton and Manchester! Plenty of space in this 5BR/5BA home with 2 car attached garage with spacious downstairs rec-room and pool table. Breathtaking views from the large deck and adjoining hot tub. The well-equipped chef's kitchen opens to both the 'breakfast room' and great room area with fieldstone fireplace. Large dining room for group gatherings, 4 BR's with adjoining baths, master bath with Jacuzzi and steam shower and paved circular driveway. Centrally located to everything the area has to offer.

Listed by Karin Hardy of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Sap Bucket Winhall VT 05340

MLS Number 4662846

  • Rentals
  • Bedrooms 4
  • Bathroom 3
  • Lease Seasonal
  • Subdivision Forest Farms

A warm inviting home with open floor plan. Stone fireplace in living room with cathedral ceiling. Four bedrooms, 3 large baths and Master with whirlpool tub and sauna and shower and king sized bed . Guest bedroom with queen bed, separate bath and shower. Deck, grill, views of Stratton, hot tub in solarium. Two car attached garage and laundry. Great location -2 miles to Sun Bowl.. 5 minutes to base lodge and go the back way up by SMS and avoid any early am traffic to grab first chair.

Listed by Wilkie Bushby of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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634 Equinox on the Battenkill Manchester VT 05254

MLS Number 4664909

  • Rentals
  • Bedrooms 3
  • Bathroom 3
  • Lease Seasonal

Winter Rental available for 2019/20 Season. This Equinox on the Battenkill unit comes furnished and sleeps 12. The main level features the kitchen and dining area and a spacious living room with a wood burning fireplace perfect for snowy winter days. Den with TV and plenty of seating. Full bathroom on main floor. Second floor has two large bedrooms with vaulted ceilings and 2 full bathrooms. Lower level offers a large family/media room, bunk room, and laundry room. Complex amenities include paddle tennis court. Close proximity to skiing Bromley and Stratton, located in Manchester village, down the hill from the Equinox Hotel.

Listed by Chrissy Carroccio of TPW Real Estate

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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145 Pikes Falls Road, Jamaica, 05343

145 Pikes Falls Road Jamaica VT 05343

Listing Number X23894611

  • Non-MLS Vacation Rentals
  • Listing Type Seasonal

LEASED FOR WINTER 2019/2020! Affordable seasonal rental 10 minutes from the base of Stratton! Charming historic colonial in across the street from Ball Mountain Brook offers ultimate convenience in a private setting. Upstairs first bedroom has 2 twins, second bedroom has a queen that share a full bathroom. Also upstairs is the third bedroom with 3 twins, fourth bedroom with a king and another full bathroom. Downstairs is a fifth room with attached full bath that could be used as a den or bedroom depending on the tenant's needs. First floor features a formal living space with a small study and new washer/dryer. Off of the fully equipped eat in kitchen is a new Trex deck will gas grill. Owners will provide caretaking, plowing, trash removal and a cord of firewood. Other utilities not included. This home offers plenty of room for guests and gear. It is a great value and easy to show!

Listed by TPW Stratton

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$
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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2 Black Bear/Quarter Mile Stratton VT 05155

MLS Number 4664599

  • Rentals
  • Bedrooms 3
  • Bathroom 2
  • Lease Seasonal

Great location - Just a short distance from your front door or take the shuttle to Stratton Mountain Resort. These are the original classic Stratton Condos - a great skiing experience. Nicely decorated with mudroom entry, 3 bedrooms, sleeps 8+ comfortably. Easy open kitchen and living room in a cozy warm atmosphere. Easy Peasy.. why fuss elsewhere?

Listed by Wilkie Bushby of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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597 Winhall Station Londonderry VT 05155

MLS Number 4801756

  • Rentals
  • Bedrooms 5
  • Bathroom 4
  • Lease Seasonal

Gorgeous house, great views, great fields and space and privacy... available annually, monthly or for upcoming winter seasonal ski season ..Why pay 45k to be up on a crowded Stratton, when you can pay far less. Have great accommodations and be 4 miles to the Stratton access road and close to Magic too! 5 miles to Londonderry shopping. Best of all worlds. 5 bedrooms - sleeps 8-10 in beds and 2 pullouts allow for more. Fantastic fields to play in and wonderful views as well. After a great day of skiing or biking, get away from the hub bub and retreat and relax. No neighbors to worry about... frolic free!

Listed by Wilkie Bushby of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4591 Vt Rt 30 Jamaica VT 05343

MLS Number 4632233

  • Rentals
  • Bedrooms 4
  • Bathroom 2
  • Lease Seasonal

This is a delightful Winter retreat. After a long fun day of skiing come home to this warm and cozy, meticulously maintained 4 bedroom home that is in great shape. Just 7 minutes from Stratton access Rd. Upstairs there are 3 bedrooms, kitchen, and living room with wood burning fireplace. Downstairs can be its own 1 bedroom unit with a splendid separate kitchen and living room space. If you want a nice, easy, comfortable winter for you and your family and friends... very close to Mountains... this is the house for you. At this price, it's a steal. Utilities and HEAT, except electric are included in this great price.

Listed by Wilkie Bushby of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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62 Landman Jamaica VT 05343

Jamaica, VT62 Landman Lane

Rental Price$13,000

MLS Number 4807160

  • Rentals
  • Bedrooms 4
  • Bathroom 2
  • Lease Seasonal
  • Area Rural

This private log cabin is located in a quiet setting and enjoys the luxuries to make your winter season a great one; including a washer / dryer, wood stove, BBQ grill, flat screen television, and fully equipped kitchen. All of this on a private property in close proximity to the ski resorts! 10 mins to Stratton. This cabin is truly cozy, warm and fun for you and your guests to enjoy in all seasons... Summer, Fall and Winter. The owner is amenable to discuss variable lengths of stay and rates will be provided accordingly. Read: flexible and negotiable.

Listed by Wilkie Bushby of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Jamaica4BedroomLogCabin

Jamaica VT 05343

Jamaica, VT

Rental Price$12,500

Listing Number wfbJamaica

  • Non-MLS Long-Term Rentals
  • Lease winter seasonal
  • Bedrooms 4
  • Bathroom 2

This private log cabin is located in a quiet setting and enjoys the luxuries to make your winter season a great one; including a washer / dryer, wood stove, BBQ grill, flat screen television, and fully equipped kitchen. All of this on a private property in close proximity to the ski resorts! This cabin is truly cozy, warm and fun for a family and friends to enjoy in all seasons... Summer, Fall and Winter. The owner is amenable to discuss variable lengths of stay and rates will be provided accordingly. Read: flexible and negotiable... and motivated!

Listed by Wilkie Bushby of TPW Stratton

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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425 Main Street, Peru

425 Main Street Peru VT

Peru, VT425 Main Street

Rental Price$12,000

Listing Number X63082609

  • Non-MLS Vacation Rentals
  • Listing Type Seasonal

Available January 3rd to April. Fully renovated 4 bedroom home with two full bathrooms in the heart of Peru Village. Please note the large bonus room is heated by a wood stove. Conveniently close to JJ Hapgood's and the village green. Minutes to Bromley, Stratton and Magic. A great value in the tri-mountain area for anyone interested in hitting the slopes in 2020!

Listed by TPW Manchester

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$
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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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303 West View Manchester VT 05255

MLS Number 4813484

  • Rentals
  • Bedrooms 5
  • Bathroom 3
  • Lease Monthly

SPACIOUS LOG HOME AVAILABLE NOW FOR MONTHLY RENTALS ! This Vermont Log Home is the perfect getaway to Southern Vermont. West View has a unique and beautiful wood interior, wood burning fireplace and game room. Cook's kitchen with Sub-Zero fridge and everything needed for memorable meals. Plenty of space and comfort with five bedrooms, (sleeps 12) three baths, cocktail deck, cable, internet, and jetted tub. Enjoy West View's private location, yet so close to all of Manchester's shops, eateries and all that Southern Vermont has to offer .

Listed by Elliott Nachwalter of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4 Windtree Winhall VT 05340

Winhall, VT4 Windtree Road

Rental Price$4,000

MLS Number 4803836

  • Rentals
  • Bedrooms 5
  • Bathroom 3
  • Lease Monthly
  • High School Choice

This large chalet sits on Windtree Road which is high up on the Access Road to Stratton. You can see the trails from the yard and the property is within walking distance to Stratton Village. This rental offers the ideal situation for those looking for a Summer escape in beautiful Vermont. This home is tastefully decorated and has a relaxed atmosphere. It is central to so many Vermont activities... lakes, fantastic hikes, bike trails and gorgeous streams and rivers for kayaking and fishing. 4 Windtree sleeps 15 comfortably and a great cable package is included in the summer rental price. There is a two month minimum for this rental. Grab it before someone else does!

Listed by Peggy O'Neill of TPW Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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556 Equinox On The Battenkill Manchester VT 05254

MLS Number 4797514

  • Rentals
  • Bedrooms 4
  • Bathroom 3
  • Lease Monthly

EQUINOX ON THE BATTENKILL THREE SEASON RENTAL AVAILABLE 10/02/2020! So much to offer! This sought after luxurious four bedroom EOB townhome is now available for a spring/summer/fall seasonal rental. EOB tennis, pool and clubhouse privileges are just part the many attributes of the EOB community. Enjoy all that Manchester and the Mountains have to offer. Just to name a few we have the Manchester Music Festival, The Vermont Summer Festival, Dorset Theatre, Weston Theatre and so many other choices... $4,000.00 per month 1-2 months $3,500.00 per month 3 months or more...

Listed by Elliott Nachwalter of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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550 Equinox on the Battenkill Manchester VT 05254

MLS Number 4753561

  • Rentals
  • Bedrooms 3
  • Bathroom 4
  • Lease Monthly

AVAILABLE - 9/17/2020 Delightful Equinox on the Battenkill townhome available for summer! Mud room entry. Updated kitchen with granite countertops, breakfast bar and walk-in pantry. Enjoy the view from the deck off the open living/dining area. Bedrooms with vaulted ceilings upstairs. Large family room in the walk-out basement. This rental would include access to the Clubhouse with outdoor inground pool and tennis. Rent is $4,000 plus cable/internet and electric.

Listed by Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33 Vacation Lodges Londonderry VT 05148

MLS Number 4815872

  • Rentals
  • Bedrooms 4
  • Bathroom 2
  • Lease Monthly

Come get away from it all and stay in this mint condition adirondack style custom built retreat. You will be tucked away off of the main roads yet close enough to town to grab a bite to eat or do some convenient grocery shopping. This home has beautiful details throughout. The floor to ceiling hand stone work fire place sets the the tone in the main living area. It is two stories high. The windows surround the living area with access to the stunning surrounding nature. A true luxury get-a-way with a rustic elegant environment.

Listed by Peggy O'Neill of TPW Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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223 Stoney Fields Manchester VT 05255

MLS Number 4791750

  • Rentals
  • Bedrooms 3
  • Bathroom 3
  • Lease Monthly
  • Acreage 1.87

Available 08/15/2020 STONEY FIELDS - NOW AVAILABLE FOR VERMONT SUMMER FESTIVAL HORSE SHOW! OR SUMMER SEASONAL RENTAL. A spacious mountain view home close to all that Manchester has to offer. Buon appetito with a chef's kitchen, formal dining room and breakfast nook. Relax in this great living room with cathedral ceiling, massive stone fireplace and lots of natural light. Master bedroom conveniently located on the first floor. Roomy gathering space on the lower level for movie and foosball time. Book this one before it's gone!

Listed by Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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200 Eagle Rise Manchester VT 05254

MLS Number 4781194

  • Rentals
  • Bedrooms 3
  • Bathroom 3
  • Lease Monthly
  • Subdivision Eagle Rise

Winter Season In Vermont! Beautiful Eagle Rise home now available for Winter Rental. Great location with awesome views. Completely furnished. Enjoy all that Manchester and the Mountains have to offer for the Winter Season. Deck off the dining area offers great BBQ area and great views. Master bedroom ensuite. Bright first floor living room with flat screen tv. Downstairs living room offers sleeping for two on a pull out sofa. Nice dining area and a breakfast counter as well. Available for 3-5 months.

Listed by Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2357 Richville Manchester VT 05255

MLS Number 4777312

  • Rentals
  • Bedrooms 3
  • Bathroom 2
  • Lease Monthly

Charming three bedroom (sleeps 6) furnished quintessential Vermont Farmhouse. Available for 1-2 months for 2019-2020 Winter Season. Also available for Vermont 2020 Summer Festival Horse Show 4-6 weeks. This is a smoke free, no pet home...

Listed by Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Broker Reciprocity

Copyright 2020 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated July 13, 2020.

 
Broker Reciprocity

Copyright 2020 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated July 13, 2020.