Winchester Homes Under $500k

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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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200 Swanton Street, Winchester, MA 01890

MLS Number 72055451

  • Condo or Co-op
  • Bedrooms 1
  • Bathroom 1

This is a wonderful opportunity to own a one-bedroom condominium in Winchester, This unit with lots of natural light. Large living room with slider doors to the balcony, with views of the duck pond and garden walk-path. Brand new kitchen with Granite counter tops, with ceramic tile backsplash , Plenty of cabinets for storage. Brand new laminate flooring. Good size bedroom with walk-in closet . On site Management. Building has an elevator, in-ground pool, extra storage in the basement. coin-operated laundry. The condo fee includes heat, hot water, electric, water, sewer, air conditioning, master insurance, swimming pool, card key parking access. Convenient to downtown Winchester's shops, Public Transportation and easy access to highway.

Listed by Cindy Wu of Century 21 Advance Realty

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$/month over payments
Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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67 Wendell Street, Winchester, Ma 01890

MLS Number 72057163

  • Rental
  • Bathroom 2

AVAILABLE NOW. Gorgeous, very well maintained ranch home with manicured grounds in desirable Winchester! This home features a large 2700 s.f. of living space with lots of windows and natural light. Oversized livingroom with fireplace, formal diningroom with twin hutches, three spacious bedrooms, and two full bathrooms. Gourmet eat-in kitchen has granite counters and all appliances including refrigerator, double wall oven, counter top range, microwave, dishwasher and walls of cabinets! Gorgeous hardwood flooring. Full finished basement has bar area, laundry machines, a full bathroom, and lots of storage/recreational space. Enclosed three season porch overlooks an expansive back yard with trees and mature plantings. One car attached garage parking and driveway parking for up to four vehicles. Large playing field across street with recreational/play areas. Enjoy Winchester's top-rated school system, quaint town center, local shops, and an easy commute to everywhere! NO PETS - FIRM.

Listed by Gail Palla of RE/MAX Leading Edge

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Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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276 High Street, Winchester, Ma 01890

MLS Number 72056995

  • Rental
  • Bathroom 3

This fabulous house is about 4500 sq.ft on 4 floors with 5 bedrooms and 3.5 bathrooms. It is set on a beautiful, peaceful half-acre lot in a very quiet cul-de-sac on the Winchester/Lexington line. The grounds offer stunning front and back yards, with a large deck, lawn with swings and even a gazebo. The property is adjacent to a lovely forest with a pond (Whipple Hill / Smith Pond), only a walk away from Wright-Locke Farm and a short drive to shops, malls, and major routes with easy commute to main business areas. There are also swimming pools, tennis courts, golf courses, ice-skating rinks, gyms and other leisure facilities nearby, as well as vast range of restaurant choices. Importantly, this house is in one of the best school districts anywhere and the Town of Winchester is renowned for its charm and the quality of life it offers. Seeking 2-year or longer lease period.

Listed by Caroline Fromkin of Commonwealth Standard Realty Advisors

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Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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64 Highland Avenue, Winchester, MA 01890

MLS Number 72043038

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2

Want a Condo with your own private entrance? This is your chance to have that community feel and still have your own personal space with a unique design. Located within walking distance of the highly acclaimed Muraco School and the Fells Conservation Area with its over 2500 acres of walking, hiking, and biking trails, this condominium is ideally located. Level one features a kitchen, living and dining rooms with soaring 18 ft ceilings, sun drenched office space, spacious bedroom, full bath and laundry. Level two boasts a master suite with ensuite bath, and loft area, perfect for kid space, family room…. let your imagination guide you. Other features include: Central AC, 2 deeded parking spaces, private entrance, basement storage space, easy access to Rte. 93,95 and Boston.

Listed by The Andersen Team of RE/MAX Leading Edge

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Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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15 Bradford Road, Winchester, MA 01890

MLS Number 72054916

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2

Make an appointment or come to our open house this Sunday from 11:00-1:00. This is a great opportunity to own in Winchester. The interior of this 2 bedroom, 2 full bathroom condo has just been freshly painted throughout and all of the hardwood floors have been refinished. The condo fee is affordable and there is in unit laundry. This property includes a 2 car driveway as well as a nice back yard. Any and all offers will be presented on Wednesday by 11:00am.

Listed by Melanie Lentini of RE/MAX Leading Edge

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Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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666 main, Winchester, Ma 01890

MLS Number 72056123

  • Rental
  • Date Available 09/01/2016
  • Bathroom 2

Winchester center - walk to shopping, restaurants, beach, tennis, farmer's market, schools,and commuter rail to Boston. Well maintained brick condominium with spacious living room/dining area with fireplace and sliders to private deck. Kitchen area with breakfast bar, plenty of closet space, master bath with tub, 2nd bath with 5 foot shower. Central air, intercom, washer & dryer in unit. In ground pool. Additional storage and parking available. Come enjoy everything Winchester has to offer including easy access to all major routes.

Listed by Diane Plunkett and Sheri O'Connor of Plunkett Properties

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Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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1 Wright Street, Winchester, Ma 01890

MLS Number 72048845

  • Rental
  • Date Available 08/15/2016
  • Bathroom 1

AVAILABLE 8-15. Spacious, renovated, 7 room, 3 bedroom, 2nd/3rd floors of a traditional two family home located on the Winchester/Arlington line. This property affords tenants access to Winchester's top-rated school system, ease of public transportation, quick access to all major commuting routes, and the tranquility of a lovely residential road. Features include a livingroom, a formal diningroom with hutch, three bedrooms (one is small), and a renovated eat-in kitchen with refrigerator, electric stove, dishwasher, black granite counter tops, and gorgeous cabinetry. There is one bathroom and a full laundry room with washer & dryer next to the bathroom. Refinished hardwood floors, ample closet space, and designated extra storage in the basement. Oil heated. Tenants assume all utility expenses, with the exception of water & sewer charges. Front and rear porches and a large, private yard. Parking is offered for two vehicles on your own side of the driveway. PET FRIENDLY W/OWNER APPROVAL.

Listed by Gail Palla of RE/MAX Leading Edge

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$/month over payments
Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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8 Williams Circle, Winchester, Ma 01890

MLS Number 72050934

  • Rental
  • Bathroom 3

Newer colonial on a dead end street in exceptional Winchester location! Lovely open floor plan with easy access from the garage to mudroom make this a home to live in. Expansive eat-in kitchen with island and table area perfectly lends itself for gatherings. The formal living room and separate dining room provide great spaces to entertain. Master bedroom with en-suite bath and walk in closet plus 3 spacious bedrooms and full bath on the second floor.

Listed by Xiaoguang Wang of HMW Real Estate, LLC

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$/month over payments
Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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16 Park, Winchester, Ma 01890

MLS Number 72040013

  • Rental
  • Date Available 08/01/2016
  • Bathroom 2

Call or text David@617-794-6283.

Listed by David Kaloupek of Avenue 3 Real Estate, LLC

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$/month over payments
Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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24 Clematis Street, Winchester, Ma 01890

MLS Number 72037095

  • Rental
  • Date Available 08/01/2016
  • Bathroom 2

Winchester 3 bedroom 1.5 bath duplex townhouse style hardwood floors remodeled Fenced in yard available 08/01/2016 Pets w/ restrictions.1+- mile walk to train or bus.New stainless k+b total renovated 2013 Tan granite countertop dishwasher washer dryer hookups /maybe machines included .De-leaded unit fresh sanded wood floors on first floor hardwood upstairs. DE-Leaded certification .Tenant to pay water and sewer. Fenced in yard for well behaved pet.Need great credit and great references to occupy this unit .Apt is located on Right side Main Part of house the left other side is a small inlaw apt that is occupied by a elderly person.Owner wants to qualify people first w/ application: credit score in adv financial qualifications. Long term lease 3 yr possible; would be preferred.Call to check availability and to schedule a showing . ( In Muraco school Elementary A rated District ).Landlord cuts lawn ,plowes snow from driveway and brings tenants trash to dump .Hurry Avail 08/01/2016.

Listed by Christopher D'Errico of Greater Boston Properties, Inc

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Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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207 Cross Street, Winchester, Ma 01890

MLS Number 72017683

  • Rental
  • Date Available 08/01/2016
  • Bathroom 2

3000 square foot 4 bed, 2 bath single family house. This house has a beautiful fenced in yard, Newly remodeled kitchen and bathrooms and a finished basement.

Listed by Fintan Doherty of ePlace

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Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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62 Bacon Street, Winchester, Ma 01890
Active With Contract

MLS Number 72039936

  • Rental
  • Date Available 08/15/2016
  • Bathroom 4

This Home is being offered COMPLETELY FURNISHED, or UNFURNISHED "Turn Key" including all appliances and cookware if you desire- just move right in and enjoy! This top location is super close to the Wedgemere Train station, with service direct to North Station~ Close to the town center, and part of the fabulous Ravenscroft neighborhood! Completely renovated with open floor plan kitchen/dining, sunny private deck off the kitchen overlooking great yard, high ceilings, front to back double parlor living room, large spacious bedrooms, and loads of charm. 3rd floor Master Suite with full bath and walk in closet. Finished basement offers a great family room/game room, laundry room, and direct access to the yard. Don't miss out!

Listed by Kim Covino of RE/MAX Leading Edge

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$/month over payments
Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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2 Winchester Place, Winchester, MA 01890

MLS Number 72048449

  • Commercial Office

Newer Construction 600 square feet. of space. Perfect for retail/or private training/workout space. Would work for a barber shop/tanning salon, learning center/ Massage Therapy. Doctor's office etc. Private bathroom. Close to trains and town parking lots

Listed by Deborah L. Leavitt of Century 21 Commonwealth

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$/month over payments
Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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666 Main Street, Winchester, Ma 01890

MLS Number 72049125

  • Rental
  • Date Available 09/01/2016
  • Bathroom 2

Desirable location in the heart of downtown Winchester! Walk to restaurants, shopping, Farmer's Market; commuter rail (7 minutes to Boston); beach, tennis and schools. Well maintained brick condominium and newly renovated unit with brand new kitchen, paint, and carpet. Very large living room/dining room combo with sliders to deck overlooking pool and garden, skylights, fireplace, washer & dryer in unit, good closets and additional storage, one deeded garage space and additional parking in outside lot. No smoking, no pets, no exceptions! (Pictures coming when renovations are completed)

Listed by Diane Plunkett and Sheri O'Connor of Plunkett Properties

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Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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20 Arbor Lane, Winchester, Ma 01890

Rental Price$5,800

MLS Number 72048871

  • Rental
  • Date Available 08/15/2016
  • Bathroom 4

Great modern family home at end of cul de sac overlooking McDonald Field and tennis courts. Plenty of large open space.4 finished levels. 5 Bedrooms, 3+m baths in total. Upscale finishes in a bright open space. Finished attic, and 3 rooms in perfect in law or au pair set up in basement.Terrific family rental.

Listed by Anthony Marino of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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48 White Street, Winchester, Ma 01890

MLS Number 72043876

  • Rental
  • Bathroom 2

RARE opportunity to rent in Winchester! Updated 5 Bedroom Farmhouse, Vinyl Siding, Fresh Interior Paint, Refinished Floors, newer Windows, Roof, and Heating system. Ample parking and storage. Large 14,700 SF corner lot with brick paved outdoor entertaining area. Professional landscaping and snow removal included. Eat in Kitchen with Stainless Steel and pantry. Minutes to I93 and Commuter Rail. Available now.

Listed by Andrea Corapi and Richard Corapi of Century 21 CELLI

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Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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955 Main, Winchester, Ma 01890

MLS Number 72035675

  • Rental
  • Bathroom 1

This is a great opportunity to rent a spacious office space, over 1000 sqft. Ready to be occupied and used for medical purposes or any other professions. Rare opportunity to occupy an office in this land mark medical center. Bright corner office on the second floor, and many parking are available behind the building. This is a triple net lease. For more information and showing, please contact the listing agent with ample notice.

Listed by Tareq Yaghmour of Marc Roos Realty

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$/month over payments
Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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955 Main, Winchester, MA 01890

MLS Number 72035666

  • Commercial Office

This is a great opportunity to rent a spacious office space, over 1000 sqft. Ready to be occupied and used for medical purposes or any other professions. Rare opportunity to occupy an office in this land mark medical center. Bright corner office on the second floor, and many parking are available behind the building. This is a triple net lease. For more information and showing, please contact the listing agent with ample notice.

Listed by Tareq Yaghmour of Marc Roos Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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282 High Street, Winchester, Ma 01890

MLS Number 71828971

  • Rental
  • Bathroom 5

Executive rental opportunity in New Vinson Owen School district at it's best! Magnificent home in this younger brick colonial equipped with wonderfully large, bright, and generous rooms throughout. Light filled two story entry and great room with 2 sided fireplace adjacent to kitchen and dinette. Super spacious kitchen with multiple, newer stainless appliances known for its ability to serve large events with ease. Over sized butlers pantry with wine refrigerator lead to expansive dining room. Dark cherry built-ins make up large 1st floor private office. Nearby is a first floor bedroom (1 of 5) and bathroom. Second level equipped with fantastic master suite with fireplace and dressing room. 3 car garage, completes this fabulous home at the end of cul de sac, abutting 100 acres of serene conservation land on the Winchester Lexington border. New Vinson Owen School.

Listed by Anthony Marino of Gibson Sotheby's International Realty

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Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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10 Canal Street, Winchester, Ma 01890

MLS Number 72022966

  • Rental
  • Date Available 07/15/2016
  • Bathroom 2

Lovely 6 room with 2/3 bedrooms/office & 2 bathroom apartment that feels like a home with fenced in yard and garage.Nestled in the heart of Winchester along with its fantastic school systems is a chance to live in this cozy yet grand antique home featuring a gorgeous wraparound porch, private yard and patio with estate like curb appeal. The eat in kitchen features include Stainless Steel appliances with a Viking range/w hood and vaulted ceiling. The living room has pocket doors and dining room has a Non-working fireplace hearth as a centerpiece The partially finished basement has a laundry room/game room and plenty of storage space. The Master bedroom has a private bath, ample closets and 12 foot ceiling and lots of light. All utilities are separate and are not included in the rent; heat, hot water, gas and trash. Tenant is responsible to either purchase a dump transfer permit each year for $195 and remove.

Listed by Danielle Devarne of Century 21 Commonwealth

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$/month over payments
Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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2 Winchester Place, Winchester, MA 01890

MLS Number 72006151

  • Commercial

New Space that works for Workout Space-GYM-SPA-LEARNING CENTER- OFFICE SPACE. Located in downtown Winchester Village. Close to all shops and public transportation. Public Parking close by. Triple Net Lease: Insurance-Taxes-Utilities. All New Systems HVAC-ELECTRICAL .....Just waiting for your design layout!

Listed by Deborah L. Leavitt of Century 21 Commonwealth

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$/month over payments
Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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Better Homes and Gardens | The Shanahan Group
41 Thompson Street
Winchester MA, 01890
Office: 781-729-9030

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63 Shore Road, Winchester, MA 01890

MLS Number 71796912

  • Commercial Office

Excellent opportunity to own your own office in this 14 unit office condo. Judkin green is located in downtown winchester center overlooking judkins pond. This garden level condo consists off open space with an office and a private lavatory. On site deeded parking with easy street parking for customers and employees ( requires free town sticker). Just a half block walk to train to boston and lowell. New roof on front building in 2012. Parking space # 4

Listed by Caci/ Fitzgerald Team and Laura Fitzgerald of Century 21 Commonwealth

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$/month over payments
Federal 30-year interest rate: 3.43% last updated on Aug 18, 2016
* 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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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.