Winchester | Luxury Homes for Rent & Real Estate

Exterior, Facade, Brick Facade, Georgian

Interior, Living room, Playground, Stone Walls

Interior, Living room, Recessed Lighting, Wood Texture Flooring

Fireplace, Interior, Living room, Recessed Lighting, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Interior, Kitchen, Marble Walls, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Interior, Kitchen, Marble Walls, Recessed Lighting, Wood Texture Flooring

Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Interior, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Pendant Lights, Wood Texture Flooring

Dining room, Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

Bedroom, Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Glass Shower, Interior, Recessed Lighting

Bathroom, Dual Sink Vanities, Interior, Recessed Lighting

Bedroom, Home Office, Interior, Recessed Lighting, Wood Texture Flooring

Home Office, Interior, Wood Texture Flooring

$13,500

/ Month

54 Wedgemere Ave, Winchester, MA

6 br3 BA, 1 HALF BA4,300 sf

Listing Courtesy of COMPASS, KIM COVINO & CO. TEAM - 781-249-3854

contract signed

Attached, Exterior, Facade, Queen Anne Victorian

Fireplace, Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Chandelier, Interior, Wood Texture Flooring

Chandelier, Empty room, Fireplace, Interior, Pendant Lights, Wood Texture Flooring

Fireplace, Interior, Wood Texture Flooring

Empty room, Fireplace, Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Fireplace, Interior, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Chandelier, Dining room, Fireplace, Interior, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Chandelier, Empty room, Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

Chandelier, Dining room, Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

Fireplace, Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Dining room, Fireplace, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Home Office, Interior, Recessed Lighting, Wood Texture Flooring

Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Bathroom, Interior, Wood Texture Flooring

Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Empty room, Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

Bedroom, Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Glass Shower, Interior

$11,000

/ Month

52 North Border Rd., Winchester, MA

6 br4 BA, 1 HALF BA6,500 sf

Listing Courtesy of ARCHAMBAULT REAL ESTATE, JULIA MARINO - 617-791-7227

Backyard, Exterior, Facade, Queen Anne Victorian

Chandelier, Fireplace, Interior, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Glass Shower, Interior, Pendant Lights

$11,000

/ Month

52 North Border Rd. 52, Winchester, MA

6 br4 BA, 1 HALF BA5,000 sf

Listing Courtesy of ARCHAMBAULT REAL ESTATE, DYLAN ARCHAMBAULT - 978-821-0410

contract signed

Empty room, Interior, Wood Texture Flooring

Dining room, Interior, Wood Texture Flooring

Empty room, Interior, Recessed Lighting, Wood Texture Flooring

Bedroom, Interior, Wood Texture Flooring

$8,500

/ Month

54 Spruce 1, Winchester, MA

5 br3 BA, 1 HALF BA3,500 sf

Listing Courtesy of ARCHAMBAULT REAL ESTATE, JULIA MARINO - 617-791-7227

price reduced

Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Recessed Lighting, Wood Texture Flooring

Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Bedroom, Home Office, Interior, Pendant Lights, Wood Texture Flooring

Fitness Equipment, Interior, Recessed Lighting

Attached, Backyard, Exterior, Facade, None

Attached, Backyard, Exterior, Facade, Modern

$8,500

/ Month

35 Thornberry Rd, Winchester, MA

4 br3 BA, 1 HALF BA3,500 sf

Listing Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY, FRANK CELESTE - 617-872-3227

Dining room, Fireplace, Interior, Wood Texture Flooring

Interior, Kitchen, Wood Texture Flooring

Home Office, Interior, Recessed Lighting

Attached, Detached Garage, Exterior, Facade, French Provincial

$8,000

/ Month

10 Hillcrest Pkwy, Winchester, MA

4 br3 BA2,666 sf

Listing Courtesy of COLDWELL BANKER REALTY - LEXINGTON, ROBYN BONNETT - 781-570-9433

price reduced

Chandelier, Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting

Interior, Kitchen, Pendant Lights, Recessed Lighting

Interior, Kitchen, Pendant Lights, Recessed Lighting, Stainless Steel Appliances

Chandelier, Dining room, Interior, Kitchen, Living room, Recessed Lighting, Wood Texture Flooring

Bathroom, Glass Shower, Interior, Marble, Marble Walls, Recessed Lighting

Bathroom, Glass Shower, Interior, Marble Walls, Recessed Lighting, Wood Texture Flooring

Fitness Equipment, Interior, Recessed Lighting, Wood Texture Flooring

Game Room, Interior, Living room, Recessed Lighting, Wood Texture Flooring

Game Room, Interior, Recessed Lighting, Wood Texture Flooring

$7,750

/ Month

10 Farrow St, Winchester, MA

4 br3 BA, 1 HALF BA3,500 sf

Listing Courtesy of CENTURY 21 CITYSIDE, COLLIN BRAY - 617-512-1095

Empty room, Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Empty room, Interior, Pendant Lights, Wood Texture Flooring

Empty room, Fireplace, Interior, Recessed Lighting, Wooden Ceilings, Wood Texture Flooring, Wooden Walls

Interior, Pendant Lights, Recessed Lighting

Empty room, Fireplace, Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Stainless Steel Appliances, Wood Texture Flooring

Interior, Kitchen, Recessed Lighting, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Glass Shower, Interior, Recessed Lighting

Interior, Walk-in Closets, Wood Texture Flooring

Interior, Utility Closets, Washer, Wood Texture Flooring

$7,500

/ Month

846 Main St IV, Winchester, MA

3 br2 BA, 1 HALF BA2,900 sf

Listing Courtesy of THE MARINO GROUP COLLECTION, ANTHONY MARINO - 617-699-6098

$7,500

/ Month

846 Main St III, Winchester, MA

3 br2 BA, 1 HALF BA2,900 sf

Listing Courtesy of THE MARINO GROUP COLLECTION, ANTHONY MARINO - 617-699-6098

price reduced

Fireplace, Interior, Living room, Wood Texture Flooring

Interior, Living room, Wood Texture Flooring

Dining room, Interior, Living room, Pendant Lights, Wood Texture Flooring

Home Office, Interior, Pendant Lights, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Wood Texture Flooring

Bedroom, Interior, Pendant Lights, Wood Texture Flooring

Fitness Equipment, Interior, Wooden Beams

$7,500

/ Short Term

211 Forest St, Winchester, MA

5 br3 BA, 1 HALF BA3,474 sf

Listing Courtesy of STUART ST JAMES, INC., MICHAEL GILBERT - 781-249-9684

Interior, Living room, Stone Walls, Wood Texture Flooring

Fireplace, Interior, Living room, Stone Walls, Wood Texture Flooring

Dining room, Interior, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Interior, Marble, Marble Walls, Recessed Lighting

Bedroom, Home Office, Interior, Wooden Beams, Wood Texture Flooring

Bedroom, Interior, Wooden Beams, Wood Texture Flooring

Bedroom, Interior, Living room, Wood Texture Flooring

Bedroom, Home Office, Interior, Wood Texture Flooring

$7,500

/ Month

29 Wainwright Rd, Winchester, MA

3 br3 BA, 1 HALF BA3,218 sf

Listing Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY, HELEN STEFAN - 617-306-2773

Attached, Exterior, Facade, Raised Ranch

Bathroom, Dual Sink Vanities, Interior, Marble, Marble Walls, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Free Standing Baths, Glass Shower, Interior

Bathroom, Glass Shower, Interior, Marble Walls

Empty room, Interior, Washer, Wood Texture Flooring

$7,000

/ Month

25 Berkshire Dr, Winchester, MA

3 br3 BA2,443 sf

Listing Courtesy of COLDWELL BANKER REALTY - CAMBRIDGE, MCCAUL & MOUNSIF REAL ESTATE GROUP - 781-799-9266

Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances

Empty room, Fireplace, Interior, Wood Texture Flooring

Empty room, Fireplace, Interior, Pendant Lights, Wood Texture Flooring

Billiard Table, Game Room, Interior, Recessed Lighting

Billiard Table, Game Room, Interior, Kitchen, Recessed Lighting

$6,900

/ Month

31 Coolidge Rd 31, Winchester, MA

4 br4 BA3,639 sf

Listing Courtesy of LEXWIN REALTY, CARLOS XU - 781-367-8522

contract signed

Chandelier, Dining room, Fireplace, Interior, Kitchen, Living room, Recessed Lighting, Wood Texture Flooring

Fireplace, Home Office, Interior, Recessed Lighting, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting

Chandelier, Dining room, Interior, Wood Texture Flooring

Bathroom, Bedroom, Dual Sink Vanities, Glass Shower, Interior, Living room, Recessed Lighting, Wood Texture Flooring

Bedroom, Interior, Living room, Recessed Lighting

Interior, Living room, Recessed Lighting

Attached, Backyard, Exterior, Facade, Rowhouse

$6,000

/ Month

192 Cross St 192, Winchester, MA

4 br3 BA, 1 HALF BA3,516 sf

Listing Courtesy of BARRETT SOTHEBY'S INTERNATIONAL REALTY, ANNE SPRY - 781-405-4730

contract signed

Bathroom, Dual Sink Vanities, Interior, Marble, Marble Walls

Bathroom, Interior, Marble, Marble Walls

$5,500

/ Month

48 Spruce 48, Winchester, MA

4 br3 BA, 1 HALF BA2,500 sf

Listing Courtesy of ARCHAMBAULT REAL ESTATE, JULIA MARINO - 617-791-7227

contract signed

$5,200

/ Month

42 Spruce 42, Winchester, MA

4 br2 BA, 1 HALF BA2,200 sf

Listing Courtesy of ARCHAMBAULT REAL ESTATE, JULIA MARINO - 617-791-7227

contract signed

$4,800

/ Month

12 Trinity Rd, Winchester, MA

3 br2 BA, 1 HALF BA2,339 sf

Listing Courtesy of BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP, MICHAEL RAUSEO - 781-820-9322

price reduced

Chandelier, Dining room, Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Fireplace, Interior, Piano, Recessed Lighting, Wood Texture Flooring

Bedroom, Interior, Marble Walls, Wood Texture Flooring

$4,200

/ Month

171 Swanton St 65, Winchester, MA

3 br2 BA, 1 HALF BA1,830 sf

Listing Courtesy of DREAMEGA INTERNATIONAL REALTY LLC, YUANMING CHENG - 339-213-5794

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54 Wedgemere Ave, Winchester, MA

52 North Border Rd., Winchester, MA

52 North Border Rd. 52, Winchester, MA

54 Spruce 1, Winchester, MA

35 Thornberry Rd, Winchester, MA

10 Hillcrest Pkwy, Winchester, MA

10 Farrow St, Winchester, MA

846 Main St IV, Winchester, MA

846 Main St III, Winchester, MA

211 Forest St, Winchester, MA

29 Wainwright Rd, Winchester, MA

25 Berkshire Dr, Winchester, MA

31 Coolidge Rd 31, Winchester, MA

192 Cross St 192, Winchester, MA

48 Spruce 48, Winchester, MA

42 Spruce 42, Winchester, MA

12 Trinity Rd, Winchester, MA

171 Swanton St 65, Winchester, MA